1-(4-Chlorophenyl)cyclohexanecarboxylic acid → HCID 21957194, compound

HRID 1269306Notes

Reaction equation

HRID 1269306 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:14]([OH:16])=O)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=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:34][C:35](=[O:39])[CH:36]([CH3:38])[CH3:37])[CH:30]=[CH:31][C:32]=2[F:33])[CH2:23][CH2:22]1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:14]([NH:17][CH2:18][CH2:19][CH2:20][N:21]3[CH2:22][CH2:23][CH:24]([C:27]4[CH:28]=[C:29]([NH:34][C:35](=[O:39])[CH:36]([CH3:38])[CH3:37])[CH:30]=[CH:31][C:32]=4[F:33])[CH2:25][CH2:26]3)=[O:16])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 1008731-(4-Chlorophenyl)cyclohexanecarboxylic acidHCID 21957238N-{3-[1-(3-aminopropyl)-4-piperidinyl]4-fluorophenyl}-2-methylpropanamide

Product 1

HCID 21957194HCID 21957194, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Example 130 was prepared from 1-(4-chlorophenyl)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 7.45–7.40 (m, 1H), 7.34–7.29 (m, 3H), 7.24–7.16 (m, 3H), 6.88 (t, 1H, J=8.7 Hz), 6.77–6.72 (m, 1H), 3.21 (q, 2H, J=5.6 Hz), 2.87–2.81 (m, 2H), 2.74–2.65 (m, 1H), 2.44 (septet, 1H, J=6.7 Hz), 2.28–2.21 (m, 4H), 1.92–1.76 (m, 4H), 1.69–1.69 (m, 4H), 1.56–1.47 (m, 8H), 1.18 (d, 6H, J=6.7 Hz); ESMS m/e: 542.2 (M+H)+; Anal. Calc. for C31H41ClFN3O2.HCl.0.20 CHCl3: C, 62.20; H, 7.06; N, 6.97. Found: C, 62.24; H, 7.03; N, 6.79.

Sources & evidence

ORD record
ord-7bd8c979a05c4c87be386b2c465db850
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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