1,2-Dichloroethane → N-({3-[(5-bromo-4-fluoro-2-nitrophenyl)oxy]-4-chloro-2-fluorophenyl}methyl)-4-chloro-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-5-carboxamide

HRID 1875199ノート

反応式

HRID 1875199 の反応式
[Br:1][C:2]1[C:3]([F:22])=[CH:4][C:5]([N+:19]([O-:21])=[O:20])=[C:6]([O:8][C:9]2[C:10]([F:18])=[C:11]([CH2:16][NH2:17])[CH:12]=[CH:13][C:14]=2[Cl:15])[CH:7]=1.[Cl:23][C:24]1[N:25]=[CH:26][N:27]([CH2:32][O:33][CH2:34][CH2:35][Si:36]([CH3:39])([CH3:38])[CH3:37])[C:28]=1[C:29](O)=[O:30].C1C=CC2N(O)N=NC=2C=1.C(Cl)CCl>CN(C=O)C.CCOC(C)=O>[Br:1][C:2]1[C:3]([F:22])=[CH:4][C:5]([N+:19]([O-:21])=[O:20])=[C:6]([O:8][C:9]2[C:10]([F:18])=[C:11]([CH2:16][NH:17][C:29]([C:28]3[N:27]([CH2:32][O:33][CH2:34][CH2:35][Si:36]([CH3:38])([CH3:37])[CH3:39])[CH:26]=[N:25][C:24]=3[Cl:23])=[O:30])[CH:12]=[CH:13][C:14]=2[Cl:15])[CH:7]=1

参加物

7

反応物 4

HCID 111,2-DichloroethaneHCID 757711-HydroxybenzotriazoleHCID 68485380({3-[(5-Bromo-4-fluoro-2-nitrophenyl)oxy]-4-chloro-2-fluorophenyl}methyl)amineHCID 684855334-chloro-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-5-carboxylic acid

生成物 1

HCID 68486195N-({3-[(5-bromo-4-fluoro-2-nitrophenyl)oxy]-4-chloro-2-fluorophenyl}methyl)-4-chloro-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-5-carboxamide

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of ({3-[(5-bromo-4-fluoro-2-nitrophenyl)oxy]-4-chloro-2-fluorophenyl}methyl)amine (690 mg, 1.454 mmol), 4-chloro-1-({[2-(trimethylsilyl)ethyl]oxy}methyl)-1H-imidazole-5-carboxylic acid (403 mg, 1.454 mmol) and HOBT (267 mg, 1.745 mmol) in DMF (4 ml) was added EDC (335 mg, 1.745 mmol) and the reaction mixture was stirred at RT for 45 minutes. The reaction mixture was diluted with EtOAc and washed with water. The solvent was removed and the crude material (942 mg) was used directly in the next step. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.77 (t, 1H), 8.32 (d, 1H), 7.98 (s, 1H), 7.45-7.56 (m, 1H), 7.41 (t, 1H), 7.31 (d, 1H), 5.49 (s, 2H), 4.48 (d, 2H), 3.38 (t, 2H), 0.74 (t, 2H), −0.09 (s, 9H).

後処理

  1. washwashed with water
  2. customThe solvent was removed

出典と根拠

ORDレコード
ord-d3ee98aa700246369e7993c72b60989f
出典データセット
uspto-grants-2012_11
特許番号
US08304419B2

反応ノート

読み込み中…