2-Ethyl-4-Methyl-1H-Imidazole-5-Carbaldehyde → HCID 178437668, 화합물

HRID 493112노트

반응식

HRID 493112 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:25][C:14]3=[N:15][CH:16]=[CH:17][C:18]([N:19]4[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]4)=[C:13]3[N:12]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH2:26]([C:28]1[NH:29][C:30]([CH3:35])=[C:31]([CH:33]=O)[N:32]=1)[CH3:27].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>CN1C(=O)CCC1>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:25][C:14]3=[N:15][CH:16]=[CH:17][C:18]([N:19]4[CH2:20][CH2:21][N:22]([CH2:35][C:30]5[N:29]=[C:28]([CH2:26][CH3:27])[NH:32][C:31]=5[CH3:33])[CH2:23][CH2:24]4)=[C:13]3[N:12]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 3

HCID 27958842-Ethyl-4-Methyl-1H-Imidazole-5-CarbaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 178440762HCID 178440762, 화합물

생성물 1

HCID 178437668HCID 178437668, 화합물수율 33.3%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

2-(4-tert-Butyl-phenyl)-7-piperazin-1-yl imidazo[4,5-b]pyridine (7) (50 mg, 0.15 mmol) and 2-ethyl-5-methyl-1H-imidazole-4-carbaldehyde (21 mg, 0.15 mmol) were dissolved in NMP (4 ml) with sodium triacetoxyborohydride (64 mg, 0.30 mmol). The reaction mixture was allowed to stir for 18 hours under nitrogen. It was judged complete by MS, and purified by HPLC Method E to yield the title product 8 (23 mg (33%), 0.05 mmol). 1H NMR (DMSO-d6): δ 8.09 (d, J=8.3 Hz, 3H), 7.59 (d, J=8.3 Hz, 2H), 6.80 (s, 1H), 3.80-4.00 (m, 8H), 2.84 (q, J=7.7 Hz, 2H), 2.25 (s, 3H), 1.31 (m, 12H). The product 8 was determined to be 96% pure by analytical HPLC. MS (ESI-POS): [M+H]+=458; MS(ESI-NEG):[M−H]−=456.

후처리

  1. custompurified by HPLC Method E

출처 및 근거

ORD 기록
ord-69d3d289c70d4f3d95eb0155c4fecf03
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07534796B2

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