2-(4-Fluorophenyl)propionic acid → HCID 21051137, compound

HRID 1269224Notes

Reaction equation

HRID 1269224 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]=[CH:25][C:26]([F:35])=[C:27]([NH:29][C:30](=[O:34])[CH:31]([CH3:33])[CH3:32])[CH:28]=2)[CH2:19][CH2:18]1>>[F:35][C:26]1[CH:25]=[CH:24][C:23]([CH:20]2[CH2:19][CH2:18][N:17]([CH2:16][CH2:15][CH2:14][NH:13][C:9](=[O:11])[CH:8]([C:5]3[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=3)[CH3:12])[CH2:22][CH2:21]2)=[CH:28][C:27]=1[NH:29][C:30](=[O:34])[CH:31]([CH3:32])[CH3:33]

Participants

3

Reactant 2

HCID 27239152-(4-Fluorophenyl)propionic acidHCID 21957269HCID 21957269, compound

Product 1

HCID 21051137HCID 21051137, compound

Procedure

Example 46 was prepared from 2-(4-fluoro phenyl)propanoic acid and N-{5-[1-(3-aminopropyl)-4-piperidinyl]-2-fluorophenyl}-2-methyl propanamide according to the procedures described in Scheme 9: 1H NMR (400 MHz, CDCl3) δ 8.38–8.23 (m, 1H), 7.48–7.27 (m, 3H), 7.13–6.94 (m, 4H), 6.94–6.82 (m, 1H), 3.62–3.46 (m, 1H), 3.41–3.26 (m, 2H), 3.17–3.03 (m, 1H), 3.02–2.91 (m, 1H), 2.67–2.35 (m, 4H), 2.24–1.97 (m, 2H), 1.95–1.62 (m, 6H), 1.49 (d, 3H, J=7.2 Hz), 1.27 (d, 6H, J=6.8 Hz); ESMS m/e: 472.4 (M+H)+.

Sources & evidence

ORD record
ord-e0222fed300a4d23b8db3d88fe368257
Source dataset
uspto-grants-2007_04
Patent number
US07199135B2

Reaction notes

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