2-Ethyl-4-Methyl-1H-Imidazole-5-Carbaldehyde → HCID 178437668、化合物

HRID 493112ノート

反応式

HRID 493112 の反応式
[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]

参加物

5

反応物 3

HCID 27958842-Ethyl-4-Methyl-1H-Imidazole-5-CarbaldehydeHCID 5049666Sodium triacetoxyborohydrideHCID 178440762HCID 178440762、化合物

生成物 1

HCID 178437668HCID 178437668、化合物収率 33.3%

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

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.

後処理

  1. custompurified by HPLC Method E

出典と根拠

ORDレコード
ord-69d3d289c70d4f3d95eb0155c4fecf03
出典データセット
uspto-grants-2009_05
特許番号
US07534796B2

反応ノート

読み込み中…