ChemicalBook > Product Catalog >Biochemical Engineering >Nucleoside drugs >Nucleotides and their analogs >4-Chloro-7H-pyrrolo[2,3-d]pyrimidine

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine Structure
CAS No.
3680-69-1
Chemical Name:
4-Chloro-7H-pyrrolo[2,3-d]pyrimidine
Synonyms
4-CHLOROPYRROLO[2,3-D]PYRIMIDINE;6-CHLORO-7-DEAZAPURINE;6-CHLORO-7-DEAZAPURINE 4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDINE 4-CHLORO-1H-PYRROLO[2,3-D]PYRIMIDINE 4-CHLOROPYRROLO[2,3-D]PYRIMIDINE 6-CHLORO-7-DEAZAPURIN;Nsc 64952;Brn 0607871;Tofacitinib-6;oro-7-deazapurine;Tofacitib impurity Q;Chloro-7-deazapurine;Tofatinib Impurity 6
CBNumber:
CB8742621
Molecular Formula:
C6H4ClN3
Molecular Weight:
153.57
MOL File:
3680-69-1.mol
MSDS File:
SDS
Modify Date:
2024/5/24 18:18:52

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine Properties

Melting point 188-194 °C
Boiling point 289.2±50.0 °C(Predicted)
Density 1.61±0.1 g/cm3(Predicted)
vapor pressure 0Pa at 25℃
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility Soluble in DMSO, ethyl acetate and methanol.
form Crystalline Powder
pka 11.42±0.20(Predicted)
color White to tan
InChI InChI=1S/C6H4ClN3/c7-5-4-1-2-8-6(4)10-3-9-5/h1-3H,(H,8,9,10)
InChIKey BPTCCCTWWAUJRK-UHFFFAOYSA-N
SMILES C1=NC(Cl)=C2C=CNC2=N1
LogP 0.858 at 30℃
CAS DataBase Reference 3680-69-1(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310
Hazard Codes  Xi,T,Xn
Risk Statements  36/37/38-25-20/21/22
Safety Statements  26-37-45-36
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  UY9360000
TSCA  No
HazardClass  IRRITANT
PackingGroup 
HS Code  29335990
NFPA 704
1
3 0

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 699489 6-Chloro-7-deazapurine 97% 3680-69-1 1G ₹14483.85 2022-06-14 Buy
TCI Chemicals (India) C2306 6-Chloro-7-deazapurine min. 98.0 % 3680-69-1 1G ₹5700 2022-05-26 Buy
TCI Chemicals (India) C2306 6-Chloro-7-deazapurine min. 98.0 % 3680-69-1 5G ₹16800 2022-05-26 Buy
Product number Packaging Price Buy
699489 1G ₹14483.85 Buy
C2306 1G ₹5700 Buy
C2306 5G ₹16800 Buy

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine Chemical Properties,Uses,Production

Chemical Properties

Lightbrown to brown crystalline powder

Uses

4-Chloro-7H-pyrrolo[2,3-d]pyrimidine is used in the manufacture of Tofacitinib citrate.

Synthesis

The preparation process of pyrimidine includes the first α -alkylation reaction between diethyl malonate and allyl bromide, and the subsequent cyclization reaction with amidine to obtain a six-membered ring of bislactam. The chlorination of carbonyl with phosphorus oxychloride to obtain dichloro pyrimidine ring, followed by the oxidation of the terminal double bond with potassium osmate hydrate and sodium periodate to obtain the aldehyde group. The final reaction with ammonia water to produce SNAr/cyclization reaction, a five-step reaction, total yield of 45.8% to obtain 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine. 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine

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