1-(2-Chloro-4-fluorophenyl)cyclohexanecarboxylic acid → 1-(2-Chloro-4-fluorophenyl)-N-(3-{4-[2-fluoro-5-(isobutyrylamino)phenyl]-1-piperidinyl}propyl)cyclohexanecarboxamide

HRID 1269309

反応式

HRID 1269309 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1([C:15]([OH:17])=O)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.[NH2:18][CH2:19][CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][CH:25]([C:28]2[CH:29]=[C:30]([NH:35][C:36](=[O:40])[CH:37]([CH3:39])[CH3:38])[CH:31]=[CH:32][C:33]=2[F:34])[CH2:24][CH2:23]1>>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1([C:15]([NH:18][CH2:19][CH2:20][CH2:21][N:22]2[CH2:23][CH2:24][CH:25]([C:28]3[CH:29]=[C:30]([NH:35][C:36](=[O:40])[CH:37]([CH3:39])[CH3:38])[CH:31]=[CH:32][C:33]=3[F:34])[CH2:26][CH2:27]2)=[O:17])[CH2:10][CH2:11][CH2:12][CH2:13][CH2:14]1

参加物

3

反応物 2

HCID 12681661-(2-Chloro-4-fluorophenyl)cyclohexanecarboxylic acidHCID 21957238N-{3-[1-(3-aminopropyl)-4-piperidinyl]4-fluorophenyl}-2-methylpropanamide

生成物 1

HCID 219572671-(2-Chloro-4-fluorophenyl)-N-(3-{4-[2-fluoro-5-(isobutyrylamino)phenyl]-1-piperidinyl}propyl)cyclohexanecarboxamide

実験手順

Example 133 was prepared from 1-(2-chloro-4-fluorophenyl)cyclohexanecarboxylic acid and N-{3-[1-(3-aminopropyl)-4-piperidinyl]-4-fluorophenyl}-2-methylpropanamide according to the procedures described in Scheme 9: 1H NMR (400 MHz, CDCl3) δ 7.59 (dd, 1H, J=6.4, 8.5 Hz), 7.44–7.38 (m, 2H), 7.35–7.30 (m, 1H), 7.13 (dd, 1H, J=8.5, 3.0 Hz), 7.00–6.91 (m, 2H), 6.05–5.99 (m, 1H), 3.30 (q, 2H, J=5.7 Hz), 2.92–2.86 (m, 2H), 2.80–2.71 (m, 1H), 2.52 (septet, 1H, J=6.7 Hz), 2.34 (t, 2H, J=5.7 Hz), 2.30–2.24 (m, 3H), 2.13–2.05 (m, 2H), 2.00–1.92 (m, 2H), 1.86–1.69 (m, 4H), 1.66–1.43 (m, 7H), 1.71 (d, 6H, J=6.7 Hz); ESMS m/e: 560.1 (M+H)+.

出典と根拠

ORDレコード
ord-f71a7815521f495eb233b0a256c5791a
出典データセット
uspto-grants-2007_04
特許番号
US07199135B2

関連ノート

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