2-CHLORO-4-METHOXYPYRIMIDINE Chemical Properties

Melting point:

54-57 °C (lit.)

Boiling point:

96-97 °C(Press: 18 Torr)

Density 

1.292±0.06 g/cm3(Predicted)

Flash point:

>230 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

pka

0.07±0.20(Predicted)

form 

Crystalline Powder

color 

White to yellow

InChIKey

BDXYNMVQMBCTDB-UHFFFAOYSA-N

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HS Code 

29335990

MSDS

• Language:English Provider:SigmaAldrich

2-CHLORO-4-METHOXYPYRIMIDINE Usage And Synthesis

Uses

2-Chloro-4-methoxypyrimidine is a pharmaceutical intermediate compound used in the preparation of Rilpivirine, a non-nucleoside reverse transcriptase inhibitor (NNRTI) used in the treatment of Human Immunodeficiency Virus (HIV) infections, which prevents the replication of the virus.

Synthesis

2-Chloro-4-methoxypyrimidine is prepared by the reaction of 2,4-Dichloropyrimidine and Sodium Methoxide. The specific synthesis steps are as follows:
To a solution of 2,4-dichloropyrimidine (41.8 g, 280 mmol) in methanol (900 mL)was added a solution of CH3ONa (15.2 g, 280 mmol) in 100 mL methanol at 0 °C. The mixturewas stirred at rt for overnight. The mixture was concentrated under reduce pressure to give awhite solid, which was diluted with water (400mL) and extracted with ethyl acetate (500 mL x3). The combined organic layer was washed with brine, dried, concentrated to give 2-chloro-4-methoxypyrimidine (40 g, yield: 98percent) as white solid. ESI-MS (M+H): 145.0. ‘H NMR (400 MHz, CDC13) (5: 8.30 (d, J= 5.6 Hz ,1H), 6.68 (s, J= 5.6 Hz ,1H), 4.02 (s, 3H).

2-CHLORO-4-METHOXYPYRIMIDINE(22536-63-6)Related Product Information

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