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

HRID 1833085Notes

Reaction equation

HRID 1833085 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 δ7.79 (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-2585fb80a79046caa4001386f4e4f746
Source dataset
uspto-grants-2006_06
Patent number
US07067534B1

Reaction notes

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