1-(4-Chlorophenyl)cyclopentanecarboxylic acid → HCID 21957232, compound

HRID 1269289Notes

Reaction equation

HRID 1269289 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:13]([OH:15])=O)[CH2:12][CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[NH2:16][CH2:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][CH:23]([C:26]2[CH:27]=[C:28]([NH:32][C:33]([CH:35]3[CH2:37][CH2:36]3)=[O:34])[CH:29]=[CH:30][CH:31]=2)[CH2:22][CH2:21]1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:13]([NH:16][CH2:17][CH2:18][CH2:19][N:20]3[CH2:25][CH2:24][CH:23]([C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([NH:32][C:33]([CH:35]5[CH2:37][CH2:36]5)=[O:34])[CH:27]=4)[CH2:22][CH2:21]3)=[O:15])[CH2:9][CH2:10][CH2:11][CH2:12]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 974471-(4-Chlorophenyl)cyclopentanecarboxylic acidHCID 21957166N-{3-[1-(3-aminopropyl)4-piperidinyl]phenyl}cyclopropanecarboxamide

Product 1

HCID 21957232HCID 21957232, compound

Procedure

Example 112 was prepared from 1-(4-chlorophenyl)cyclopentanecarboxylic acid and N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}cyclopropanecarboxamide according to the procedures described in Scheme 10: 1H NMR (400 MHz, CDCl3) δ 8.03–7.87 (br, 1H), 7.56–7.02 (m, 8H), 6.91–6.65 (br, 1H), 3.30–3.05 (m, 4H), 2.62–2.38 (m, 3H), 2.38–2.21 (m, 2H), 1.98–1.51 (m, 15H), 1.14–1.01 (m, 2H), 0.93–0.70 (m, 2H); ESMS m/e: 508.2 (M+H)+.

Sources & evidence

ORD record
ord-8bfc431df705484ba8ca0d415c379950
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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