1-(p-Chlorophenyl)cyclobutanecarboxylic acid → HCID 21957244, compound

HRID 1269221Notes

Reaction equation

HRID 1269221 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12]([OH:14])=O)[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[NH2:15][CH2:16][CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][CH:22]([C:25]2[CH:26]=[C:27]([NH:31][C:32](=[O:36])[CH:33]([CH3:35])[CH3:34])[CH:28]=[CH:29][CH:30]=2)[CH2:21][CH2:20]1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:12]([NH:15][CH2:16][CH2:17][CH2:18][N:19]3[CH2:24][CH2:23][CH:22]([C:25]4[CH:30]=[CH:29][CH:28]=[C:27]([NH:31][C:32](=[O:36])[CH:33]([CH3:34])[CH3:35])[CH:26]=4)[CH2:21][CH2:20]3)=[O:14])[CH2:9][CH2:10][CH2:11]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 6027611-(p-Chlorophenyl)cyclobutanecarboxylic acidHCID 16757470N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}2-methylpropanamide

Product 1

HCID 21957244HCID 21957244, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Example 43 was prepared from 1-(4-chlorophenyl)cyclobutanecarboxylic 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 7.56 (s, 1H), 7.41 (s, 1H), 7.34–7.21 (m, 6H), 6.93 (s, 1H), 6.48 (s, 1H), 3.31–3.24 (m, 2H), 2.94–2.86 (m, 2H), 2.86–2.76 (m, 2H), 2.57–2.37 (m, 4H), 2.33–2.26 (m, 2H), 2.12–2.02 (m, 1H), 1.97–1.87 (m, 3H), 1.82 (s, 1H), 1.79 (s, 1H), 1.70–1.56 (m, 4H), 1.24 (d, 6H, J=7.2 Hz); ESMS m/e: 496.3 (M+H)+; Anal. Calc. for C29H38ClN3O2.0.550 CHCl3: C, 63.18; H, 6.92; N, 7.48. Found: C, 63.22; H, 6.90; N, 7.48.

Sources & evidence

ORD record
ord-61e64a4a725b4e719922607efc341ec7
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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