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(E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole

CAS No.
886230-77-9
Chemical Name:
(E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole
Synonyms
(E)-6-iodo-3-(2-(pyridin-2-yl)vinyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole;6-iodo-1-(oxan-2-yl)-3-(2-pyridin-2-ylethenyl)indazole;(E)-6-iodo-3-(2-(pyridin-2-yl)vinyl)-1-(tetrahydro-2H-pyran-...;(E)-6-iodo-3-(2-(pyridin-2-yl)vinyl)-1-(tetrahydro-2H-pyran-2-yl);6-Iodo-3-(2-pyridin-2-yl-vinyl)-1-(tetrahydro-pyran-2-yl)-1H-indazole;6-iodo-3-((E)-2-(pyridin-2-yl-vinyl) -1-(tetrahydropyran-2-yl)-1H-indazole;6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole;6-Iodo-3-[(1E)-2-(2-pyridinyl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-Indazole;(E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole;(E)-6-LODO-3-{2-(PYRIDIN-2-YL)ETHENYL}-1-(TETRAHYDRO-2H-PYRAN-2-YL)-1H-INDAZOLE
CBNumber:
CB32500682
Molecular Formula:
C19H18IN3O
Molecular Weight:
431.27
MDL Number:
MFCD12405576
MOL File:
886230-77-9.mol
Last updated:2024-12-19 09:58:18

(E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole Properties

Melting point 156-159°C
Boiling point 561.2±50.0 °C(Predicted)
Density 1.60
storage temp. 2-8°C(protect from light)
solubility Chloroform, DMSO, Methanol
pka 4.25±0.10(Predicted)
form Solid
color Light Yellow
Stability Hygroscopic, Light Sensitive
InChI InChI=1S/C19H18IN3O/c20-14-7-9-16-17(10-8-15-5-1-3-11-21-15)22-23(18(16)13-14)19-6-2-4-12-24-19/h1,3,5,7-11,13,19H,2,4,6,12H2/b10-8+
InChIKey QXJFRDDGGSSQDX-CSKARUKUSA-N
SMILES N1(C2OCCCC2)C2=C(C=CC(I)=C2)C(/C=C/C2=NC=CC=C2)=N1

(E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole price More Price(12)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
AK Scientific 0034AP (E)-6-iodo-3-(2-(pyridin-2-yl)vinyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 886230-77-9 10g $497 2021-12-16 Buy
American Custom Chemicals Corporation HCH0045046 (E)-6-IODO-3-(2-(PYRIDIN-2-YL)VINYL)-1-(TETRAHYDRO-2H-PYRAN-2-YL)-1H-INDAZOLE 95.00% 886230-77-9 5MG $504.14 2021-12-16 Buy
Medical Isotopes, Inc. 59207 (E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 886230-77-9 2.5g $2120 2021-12-16 Buy
Ambeed A143415 (E)-6-Iodo-3-(2-(pyridin-2-yl)vinyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 98% 886230-77-9 250mg $26 2021-12-16 Buy
Ambeed A143415 (E)-6-Iodo-3-(2-(pyridin-2-yl)vinyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 98% 886230-77-9 1g $65 2021-12-16 Buy
Product number Packaging Price Buy
0034AP 10g $497 Buy
HCH0045046 5MG $504.14 Buy
59207 2.5g $2120 Buy
A143415 250mg $26 Buy
A143415 1g $65 Buy

(E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole Chemical Properties,Uses,Production

Uses

(E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole is an intermediate used to prepare Axitinib (A794650) . Axitinib is used in cancer therapy. Axitinib (AG-013736) is a selective small molecule inhibitor of VEGF receptor tyrosine kinases 1, 2 and 3 and the platelet-derived growth factor (PDGF) receptor that targets the catalytic domain of the tyrosine kinase and induces ATP-competitive inhibition with limited activity against other protein kinases . It is an indazole derivative, its molecular formula is C22H18N4OS and its molecular weight is 386.5 Da[1].

Synthesis

6-amino-3-((E)-2-pyridin-2-yl-vinyl)-1-(tetrahydropyran-2-yl)-1 H-indazole (100 g) dissolved in acetic acid (6.5 L) is added over 1.5 hours to a solution of sodium nitrite (35 g) dissolved in water (3.0 L) at 0℃ (-3 ± 3°C). The mixture is stirred for 1 hour at 0℃, and a solution of hydrochloric acid (560 mL diluted in 1 L of water) at 0℃ is added over 15 minutes. The mixture is stirred for 1 hour at 0℃. The formation of the diazonium salt is monitored by HPLC. Dicholoromethane (400 ml) at O0C is added over 10 minutes to the diazonium salt solution at 0℃, and a solution of potassium iodide (207. 25 g) dissolved in water (300 ml) at O0C is added over 1.5 hours. The reaction mixture is agitated for 3 hours at 0℃ (until complete by HPLC). The mixture is then poured into a solution of sodium bisulfite in process water [Sodium bisulfite (200g) dissolve in process water (500mL) at 27± 3°C] and Dicholoromethane (400 ml) below 270C, agitated, and the layers separated. The aqueous layer is extracted with Dichloromethane (100 ml) at 27℃ and combined. A solution of aqueous ammonia (100 ml) at 27± 3°C is added over 40 minutes to the combined organic layers until the aqueous phase is basic (pH = 9 to 12). Distill out dichloromethane and add methanol and heat to 50 ± 3°C and stir it at this temperature for 15 min and then stir for 30 min at RT, followed by washing with methanol. Add dichloromethane and heat to 45± 3°C and add activated carbon at this temperature. Followed by addition of methanol and dichloromethane (if required) and stir the reaction mixture at 27± 3°C for 30 min and cool it to 0±3°C and stir 1 hr and wash with methanol to provide (E)-6-Iodo-3-[2- (pyridine-2yl)ethenyl]-1 -(tetrahydro-2H- pyran-2-yl)-1H-indazole.

References

[1] LESLIEISLA. Avelumab and axitinib in the treatment of renal cell carcinoma: safety and efficacy.[J]. Expert Review of Anticancer Therapy, 2020, 20 5: 343-354. DOI:10.1080/14737140.2020.1756780.

(E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 136)Suppliers
Supplier Tel Email Country ProdList Advantage
Zison Pharmaceutical (Shandong) Co., Ltd.
+86-0086-531-88259693 +86-18660188356 tracy.li@zisonpharm.com China 78 58
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497 sales01@cooperate-pharm.com CHINA 1803 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32956 60
Anqing Chico Pharmaceutical Co., Ltd.
15380796838 chloewu@chicopharm.cn CHINA 340 58
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29880 58
Shanghai Worldyang Chemical Co.,Ltd.
+86-021-56795779 +8613651600618 sales@worldyachem.com China 1243 58
Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
Shanghai Yingrui Biopharma Co.,Ltd
21-33585366 export01@shyrchem.com CHINA 1319 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49374 58
career henan chemical co
+86-0371-86658258 +8613203830695 factory@coreychem.com China 29810 58

View Lastest Price from (E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole  pictures 2024-12-24 (E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole
886230-77-9
US $0.00-0.00 / kg 1kg 98% by HPLC 50kg/month Zison Pharmaceutical (Shandong) Co., Ltd.
(E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole pictures 2022-02-25 (E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole
886230-77-9
US $0.00 / KG 1KG 98% 100 Jinan Ande Pharmaceutical Co.,Ltd.
(E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole pictures 2020-03-06 (E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole
886230-77-9
US $1.00 / KG 1KG 99% 200kgs Career Henan Chemical Co
(E)-6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 6-Iodo-3-[(1E)-2-(2-pyridinyl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-Indazole (E)-6-iodo-3-(2-(pyridin-2-yl)vinyl)-1-(tetrahydro-2H-pyran-2-yl) 6-iodo-3-((E)-2-(pyridin-2-yl-vinyl) -1-(tetrahydropyran-2-yl)-1H-indazole 6-iodo-1-(oxan-2-yl)-3-(2-pyridin-2-ylethenyl)indazole 6-Iodo-3-(2-pyridin-2-yl-vinyl)-1-(tetrahydro-pyran-2-yl)-1H-indazole 1H-Indazole, 6-iodo-3-[(1E)-2-(2-pyridinyl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)- (E)-6-LODO-3-{2-(PYRIDIN-2-YL)ETHENYL}-1-(TETRAHYDRO-2H-PYRAN-2-YL)-1H-INDAZOLE (E)-6-iodo886230-77-9-3-(2-(pyridin-2-yl)vinyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (E)-6-iodo-3-(2-(pyridin-2-yl)vinyl)-1-(tetrahydro-2H-pyran-... (E)-6-iodo-3-(2-(pyridin-2-yl)vinyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 6-Iodo-3-[2-(pyridin-2-yl)ethenyl]-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole 886230-77-9 Intermediate of Axitinib intermediate