Hydrochloric Acid → N-[3-(1-{5-(3-Fluorophenyl)-5-[2-fluoro-5-(trifluoromethyl)phenoxy]pentyl}-4-piperidinyl)phenyl]-2-methylpropanamide

HRID 2088072Notes

Reaction equation

HRID 2088072 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[OH:12].[F:13][C:14]1[CH:15]=[C:16]([CH:20](O)[CH2:21][CH2:22][CH2:23][CH2:24][N:25]2[CH2:30][CH2:29][CH:28]([C:31]3[CH:32]=[C:33]([NH:37][C:38](=[O:42])[CH:39]([CH3:41])[CH3:40])[CH:34]=[CH:35][CH:36]=3)[CH2:27][CH2:26]2)[CH:17]=[CH:18][CH:19]=1.Cl>>[F:13][C:14]1[CH:15]=[C:16]([CH:20]([O:12][C:3]2[CH:4]=[C:5]([C:8]([F:10])([F:11])[F:9])[CH:6]=[CH:7][C:2]=2[F:1])[CH2:21][CH2:22][CH2:23][CH2:24][N:25]2[CH2:26][CH2:27][CH:28]([C:31]3[CH:32]=[C:33]([NH:37][C:38](=[O:42])[CH:39]([CH3:40])[CH3:41])[CH:34]=[CH:35][CH:36]=3)[CH2:29][CH2:30]2)[CH:17]=[CH:18][CH:19]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 5188882-Fluoro-5-(trifluoromethyl)phenolHCID 22048596N-(3-{1-[5-(3-fluorophenyl)-5-hydroxypentyl)-4-piperidinyl}phenyl)-2-methylpropanamide

Product 1

HCID 22049095N-[3-(1-{5-(3-Fluorophenyl)-5-[2-fluoro-5-(trifluoromethyl)phenoxy]pentyl}-4-piperidinyl)phenyl]-2-methylpropanamide

Procedure

Prepared by Procedure A and Scheme AN using 2-fluoro-5-(trifluoromethyl)phenol and N-(3-{1-[5-(3-fluorophenyl)-5-hydroxypentyl]-4-piperidinyl}phenyl)-2-methylpropanamide: 1H NMR (400 MHz, CDCl3), HCl salt δ 7.79 (s, br, 1H), 7.63-6.82 (m, 11H), 5.24-5.15 (m, 1H), 3.70-3.56 (br, 2H), 3.04-2.84 (br, 2H), 2.82-2.60 (m, br, 4H), 2.60-2.42 (m, br, 2H), 2.20-1.83 (m, br, 6H), 1.70-1.44 (m, br, 2H), 1.25 (d, 6H, J=6.4 Hz); ESMS m/e: 589.3 (M+H)+.

Sources & evidence

ORD record
ord-86dd17ccac34441e8133b86a5f924b18
Source dataset
uspto-grants-2004_04
Patent number
US06727264B1

Reaction notes

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