1-(2-Chloro-4-Fluorophenyl)Cyclopentanecarboxylic Acid → HCID 21957223, compound

HRID 1269216Notes

Reaction equation

HRID 1269216 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1([C:14]([OH:16])=O)[CH2:13][CH2:12][CH2:11][CH2:10]1.[NH2:17][CH2:18][CH2:19][CH2:20][N:21]1[CH2:26][CH2:25][CH:24]([C:27]2[CH:28]=[C:29]([NH:33][C:34](=[O:38])[CH:35]([CH3:37])[CH3:36])[CH:30]=[CH:31][CH:32]=2)[CH2:23][CH2:22]1>>[Cl:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1([C:14]([NH:17][CH2:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][CH:24]([C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([NH:33][C:34](=[O:38])[CH:35]([CH3:36])[CH3:37])[CH:28]=3)[CH2:23][CH2:22]2)=[O:16])[CH2:10][CH2:11][CH2:12][CH2:13]1

Participants

3

Reactant 2

HCID 7361371-(2-Chloro-4-Fluorophenyl)Cyclopentanecarboxylic AcidHCID 16757470N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}2-methylpropanamide

Product 1

HCID 21957223HCID 21957223, compound

Procedure

Example 38 was prepared from 1-(2-chloro-4-fluorophenyl)cyclopentanecarboxylic acid and N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}-2-methylpropanamide according to the procedures described in Scheme 9: 1H NMR (400 MHz, CDCl3) δ 7.58(s, 1H), 7.52 (s, 1H), 7.45–7.36 (m, 1H), 7.34–7.29 (m, 1H), 7.23 (t, 1H, J=8.0 Hz), 7.17–7.13 (m, 1H), 6.95–6.90 (m, 2H), 6.00–5.94 (m, 1H), 3.30 (q, 2H, J=6.4 Hz), 2.92–2.84 (m, 2H), 2.57–2.38 (m, 3H), 2 .47–2.39 (m, 1H), 2.31 (t, 1H, J=7.2 Hz), 1.95–1.73 (m, 7H), 1.68–1.48 (m, 8H), 1.24 (d, 6H, J=7.2 Hz); ESMS m/e: 528.3 (M+H)+.

Sources & evidence

ORD record
ord-65b18066adf043e59a0811bb0b574a39
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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