6-Chloro-4-methoxypyridine-3-carbonitrile

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6-Chloro-4-methoxypyridine-3-carbonitrile Basic information
Product Name:6-Chloro-4-methoxypyridine-3-carbonitrile
Synonyms:6-Chloro-4-methoxypyridine-3-carbonitrile;6-Chloro-4-Methoxy-Nicotinonitrile Achiral 73.43;6-Chloro-4-Methoxy-Nicotinonitrile(WX683504);3-Pyridinecarbonitrile, 6-chloro-4-methoxy-;6-Chloro-4-methoxy-3-pyridinecarbonitrile;6-chloro-4-Methoxynicotinonitrile
CAS:1187190-69-7
MF:C7H5ClN2O
MW:168.58
EINECS:
Product Categories:
Mol File:1187190-69-7.mol
6-Chloro-4-methoxypyridine-3-carbonitrile Structure
6-Chloro-4-methoxypyridine-3-carbonitrile Chemical Properties
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
AppearanceWhite to off-white Solid
Safety Information
HazardClass IRRITANT
HS Code 2933399990
MSDS Information
6-Chloro-4-methoxypyridine-3-carbonitrile Usage And Synthesis
Synthesis
4,6-DICHLORONICOTINONITRILE

166526-03-0

Sodium Methoxide

124-41-4

6-Chloro-4-methoxypyridine-3-carbonitrile

1187190-69-7

Synthesis of 6-chloro-4-methoxy-3-cyanopyridine (2): to a solution of 4,6-dichloronicotinonitrile (1) (200 mg, 1.06 mmol) in anhydrous methanol (10 mL) was added sodium methanol solution (0.5 M in MeOH, 2.12 mL, 1.06 mmol). The reaction mixture was stirred at 60 °C overnight. After completion of the reaction, the mixture was cooled to room temperature and neutralized by addition of hydrochloric acid (1 M, 8 mL). Subsequently, the volatile components were removed by distillation under reduced pressure. The product was purified by a Biotage fast chromatography system (elution gradient: 10%-50% ethyl acetate/hexane) to afford 6-chloro-4-methoxy-3-cyanopyridine (150 mg, 77% yield). The structure of the product was confirmed by 1H NMR (400 MHz, chloroform-d): δ 8.48 (s, 1H), 6.98 (s, 1H), 4.03 (s, 3H).

References[1] Patent: US2015/291629, 2015, A1. Location in patent: Paragraph 1104
6-Chloro-4-methoxypyridine-3-carbonitrile Preparation Products And Raw materials
Raw materialsMethanol-->4,6-Dichloronicotinonitrile-->Sodium Methoxide
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