2-(4-Fluorophenyl)propionic acid → HCID 21051139, compound

HRID 1269220Notes

Reaction equation

HRID 1269220 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH3:12])[C:9]([OH:11])=O)=[CH:4][CH:3]=1.[NH2:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:22][CH2:21][CH:20]([C:23]2[CH:24]=[C:25]([NH:29][C:30](=[O:34])[CH:31]([CH3:33])[CH3:32])[CH:26]=[CH:27][CH:28]=2)[CH2:19][CH2:18]1>CO>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH3:12])[C:9]([NH:13][CH2:14][CH2:15][CH2:16][N:17]2[CH2:22][CH2:21][CH:20]([C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([NH:29][C:30](=[O:34])[CH:31]([CH3:32])[CH3:33])[CH:24]=3)[CH2:19][CH2:18]2)=[O:11])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 27239152-(4-Fluorophenyl)propionic acidHCID 16757470N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}2-methylpropanamide

Product 1

HCID 21051139HCID 21051139, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Example 42 was prepared from 2-(4-fluoro phenyl)propanoic acid and N-{3-[1-(3-aminopropyl)-4-piperidinyl]phenyl}-2-methyl propanamide according to the procedures described in Scheme 9: 1H NMR (400 MHz, CDCl3) δ 7.58 (s, 2H), 7.32–7.22 (m, 4H), 7.01–6.92 (m, 3H), 6.90–6.83 (m, 1H), 3.50 (q, 1H, J=7.1 Hz), 3.39–3.26 (m, 2H), 2.93–2.86 (m, 1H), 2.55–2.42 (m, 2H), 2.40–2.34 (m, 2H), 2.16 (s, 1H), 2.01–1.91 (m, 2H), 1.89–1.77 (m, 2H), 1.72–1.54 (m, 4H), 1.49 (d, 3H, J=7.0 Hz), 1.24 (d, 6H, J=7.0 Hz); ESMS m/e: 454.3 (M+H)+; Anal. Calc. for C27H36FN3O2.1.1 CH3OH: C, 69.04; H, 8.33; N, 8.60. Found: C, 69.06; H, 8.61; N, 8.79.

Sources & evidence

ORD record
ord-1f1b1b3e84d046a3aec7e7fee6c2625f
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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