Dimethylamine → 2-Dimethylaminomethyl-6-methylpyridine

반응식

Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[N:4]=1.[CH3:10][NH:11][CH3:12]>>[CH3:10][N:11]([CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[N:4]=1)[CH3:12]

참가 물질

반응물 2

HCID 674Dimethylamine

HCID 125437332-(Bromomethyl)-6-methylpyridine

생성물 1

HCID 3158822-Dimethylaminomethyl-6-methylpyridine

실험 절차

2-bromomethyl-6-methylpyridine is treated with dimethylamine to give the corresponding tertiary amine, 2-dimethylaminomethyl-6-methylpyridine. The tertiary amine is treated with cyanomethyl benzenesulfonate, as in Preparation II, to give dimethylcyanomethyl-(6-methyl-2-picolyl) ammonium benzene sulfonate. The quaternary ammonium salt is rearranged using sodium hydride and alkylated with benzylbromide according to the procedure described in Example 2. The alkylated cyanoamine is decyanated with sodium borohydride in ethanol to give the desired product which can be purified through its picrate.

출처 및 근거

ORD 기록: ord-f24ff5ece46e4b629072bbf4e7745d8d
출처 데이터셋: uspto-grants-1980_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US04220781

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