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3-Amino-2-chloro-4-methylpyridine

3-Amino-2-chloro-4-methylpyridine Structure
CAS No.
133627-45-9
Chemical Name:
3-Amino-2-chloro-4-methylpyridine
Synonyms
2-CHLORO-4-METHYLPYRIDIN-3-AMINE;2-CHLORO-3-AMINO-4-METHYLPYRIDINE;Capic;TIMTEC-BB SBB010194;3-Amino-2-chloro-4-p;ASINEX-REAG BAS 13794917;2-CHLORO-3-AMINO-4-PICOLINE;3-AMINO-2-CHLORO-4-PICOLINE;2-Chloro-3-Amino-4-Methylpyrid;2-Chlor-4-Methylpyridin-3-Amin
CBNumber:
CB5240863
Molecular Formula:
C6H7ClN2
Molecular Weight:
142.59
MOL File:
133627-45-9.mol
MSDS File:
SDS
Modify Date:
2024/8/7 19:09:42

3-Amino-2-chloro-4-methylpyridine Properties

Melting point 65-70 °C
Boiling point 283.3±35.0 °C(Predicted)
Density 1.260±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility Chloroform, Ethanol
pka 3.22±0.10(Predicted)
form Crystals
color Off White
InChI InChI=1S/C6H7ClN2/c1-4-2-3-9-6(7)5(4)8/h2-3H,8H2,1H3
InChIKey UOBCYTOUXLAABU-UHFFFAOYSA-N
SMILES C1(Cl)=NC=CC(C)=C1N
CAS DataBase Reference 133627-45-9(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H315-H318-H335
Precautionary statements  P280-P301+P312+P330-P302+P352-P305+P351+P338+P310
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-41-37/38-22
Safety Statements  26-36/37/39-36-39
RIDADR  UN2811
WGK Germany  3
Hazard Note  Irritant
HazardClass  6.1
PackingGroup  III
HS Code  29333990
NFPA 704
0
2 0

3-Amino-2-chloro-4-methylpyridine price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 708135 3-Amino-2-chloro-4-methylpyridine 97% 133627-45-9 1G ₹3691.33 2022-06-14 Buy
Sigma-Aldrich(India) 708135 3-Amino-2-chloro-4-methylpyridine 97% 133627-45-9 5G ₹10478.6 2022-06-14 Buy
TCI Chemicals (India) A1855 3-Amino-2-chloro-4-methylpyridine min. 98.0 % 133627-45-9 5G ₹6300 2022-05-26 Buy
TCI Chemicals (India) A1855 3-Amino-2-chloro-4-methylpyridine min. 98.0 % 133627-45-9 25G ₹13700 2022-05-26 Buy
Product number Packaging Price Buy
708135 1G ₹3691.33 Buy
708135 5G ₹10478.6 Buy
A1855 5G ₹6300 Buy
A1855 25G ₹13700 Buy

3-Amino-2-chloro-4-methylpyridine Chemical Properties,Uses,Production

Chemical Properties

Off White Crystals

Uses

3-Amino-2-chloro-4-methylpyridine, also known as CAPIC, is a key intermediate in the production of nevirapine, a non-nucleosidic reverse transcriptase inhibitor that has been established to be clinically useful for the treatment of infection by HIV-1.

Preparation

An improved and commercially valuable process is developed by Ge et al. for the scalable synthesis of 2-chloro-3-amino-4-methylpyridine (CAPIC), a key intermediate of Nevirapine. The synthesis was accomplished in four steps, featuring condensation starting from 4,4-dimethoxyl-2-butanone and cyanoacetamide with ammonium acetate and acetic acid as catalysts. Specifically, a stirred solution of NaOH (15.6 g, 0.39 mol) and water (85 g) at 10 ℃ was added, 10% NaClO (96.8 g, 0.13 mol) and ethanol (80 g). 2-Chloro-3-amido-4- methylpyridine 7 (22 g, 0.13 mol) was added to the reaction mixture, stirring for 1 h. The mixture was heated to 60 ℃ and held for 3 h. After ethanol was removed in a vacuum, the mixture was cooled with an ice-water bath for 15–20 min to precipitate solid. Then, the mixture was filtered, washed with water, and dried to give 15.8 g (85.1% yield) of light yellow solid. 14.7 g of the white solid 2 was obtained via recrystallization in toluene.
3-Amino-2-chloro-4-methylpyridine

References

[1] Xin Ge. “A concise synthesis of 2-chloro-3-amino-4-methylpyridine.” Research on Chemical Intermediates 37 6 (2011): 599–604.

3-Amino-2-chloro-4-methylpyridine Preparation Products And Raw materials

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