Methyl acetoacetate → 5-(2,5-Bis-trifluoromethyl-phenyl)-1-(2-cyclopropyl-ethyl)-2-methyl-1H-pyrrole-3-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide

HRID 1593189ノート

反応式

HRID 1593189 の反応式
CO[C:3](=[O:8])[CH2:4][C:5](=O)[CH3:6].[F:9][C:10]([F:26])([F:25])[C:11]1[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][C:12]=1[C:21](=O)[CH2:22]Br.[CH:27]1([CH2:30][CH2:31][NH2:32])[CH2:29][CH2:28]1.[NH2:33][C@@H:34]1[CH2:39][CH2:38][CH2:37][CH2:36][C@H:35]1[OH:40]>>[OH:40][C@@H:35]1[CH2:36][CH2:37][CH2:38][CH2:39][C@H:34]1[NH:33][C:3]([C:4]1[CH:22]=[C:21]([C:12]2[CH:13]=[C:14]([C:17]([F:20])([F:19])[F:18])[CH:15]=[CH:16][C:11]=2[C:10]([F:26])([F:25])[F:9])[N:32]([CH2:31][CH2:30][CH:27]2[CH2:29][CH2:28]2)[C:5]=1[CH3:6])=[O:8]

参加物

5

反応物 4

HCID 7757Methyl acetoacetateHCID 735777(1R,2R)-2-AminocyclohexanolHCID 10240761CyclopropaneethanamineHCID 221379871-(2,5-Bis-trifluoromethyl-phenyl)-2-bromo-ethanone

生成物 1

HCID 102554875-(2,5-Bis-trifluoromethyl-phenyl)-1-(2-cyclopropyl-ethyl)-2-methyl-1H-pyrrole-3-carboxylic acid ((1R,2R)-2-hydroxy-cyclohexyl)-amide

実験手順

The title compound was synthesized in analogy to Example 68, using 3-oxo-butyric acid methyl ester as compound of formula R, 1-(2,5-bis-trifluoromethyl-phenyl)-2-bromo-ethanone as compound of formula S, 2-cyclopropyl-ethylamine as R3—(CH2)m—NH2 and (1R,2R)-2-amino-cyclohexanol as R1R2NH, MS (ISP) 503.1 (M+H)+.

出典と根拠

ORDレコード
ord-0c9de351af6c4a25880b58827649b252
出典データセット
uspto-grants-2007_11
特許番号
US07294644B2

反応ノート

読み込み中…