Methyl iodide → 5-Chloro-2-hydroxymethyl-3-methylimidazo[5,4-b]pyridine

HRID 356288노트

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HRID 356288 반응식
[Cl:1][C:2]1[N:7]=[C:6]2[NH:8][C:9]([CH2:11][OH:12])=[N:10][C:5]2=[CH:4][CH:3]=1.[H-].[Na+].[CH3:15]I>CN(C)C=O>[Cl:1][C:2]1[N:7]=[C:6]2[N:8]([CH3:15])[C:9]([CH2:11][OH:12])=[N:10][C:5]2=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 178519929HCID 178519929, 화합물

생성물 1

HCID 106555445-Chloro-2-hydroxymethyl-3-methylimidazo[5,4-b]pyridine

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A procedure similar to that described in Preparation 15 was repeated, except that 3.00 g of 5-chloro-2-hydroxymethyl-3H-imidazo[5,4-b]pyridine (prepared as described in Preparation 43), 0.71 g of sodium hydride (as a 55% by weight dispersion in mineral oil), 1.1 ml of methyl iodide and 70 ml of dimethylformamide were used, to give the title compound as a crude product. This crude product was purified by column chromatography through silica gel, using a gradient elution method, with mixtures of ethyl acetate and methanol in ratios ranging from 1:0 to 10:1 by volume as the eluent, to give 1.60 g of the title compound, melting at 204°-210° C.

후처리

  1. customA procedure similar to that described in Preparation 15

출처 및 근거

ORD 기록
ord-3637d085727c40e8a118247ab41bebd8
출처 데이터셋
uspto-grants-1998_11
특허 번호
US05834501

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