Hydrochloric Acid → N-(3-{1-[5-(4-Fluorophenoxy)-5-(4-fluorophenyl)pentyl]-4-piperidinyl}phenyl)-2-methylpropanamide

HRID 2088066Notes

Reaction equation

HRID 2088066 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[F:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16](O)[CH2:17][CH2:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][CH:24]([C:27]3[CH:28]=[C:29]([NH:33][C:34](=[O:38])[CH:35]([CH3:37])[CH3:36])[CH:30]=[CH:31][CH:32]=3)[CH2:23][CH2:22]2)=[CH:12][CH:11]=1.Cl>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:16]([C:13]2[CH:12]=[CH:11][C:10]([F:9])=[CH:15][CH:14]=2)[CH2:17][CH2:18][CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][CH:24]([C:27]3[CH:28]=[C:29]([NH:33][C:34](=[O:38])[CH:35]([CH3:37])[CH3:36])[CH:30]=[CH:31][CH:32]=3)[CH2:23][CH2:22]2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 97324-FluorophenolHCID 22048593N-(3-(1-[5-(4-fluorophenyl)-5-hydroxypentyl]-4-piperidinyl}phenyl)-2-methylpropanamide

Product 1

HCID 22049497N-(3-{1-[5-(4-Fluorophenoxy)-5-(4-fluorophenyl)pentyl]-4-piperidinyl}phenyl)-2-methylpropanamide

Procedure

Prepared by Procedure A and Scheme AN using 4-fluorophenol and N-(3-{1-[5-(4-fluorophenyl)-5-hydroxypentyl]-4-piperidinyl}phenyl)-2-methylpropanamide: 1H NMR (400 MHz, CDCl3), HCl salt δ 7.62-6.70 (m, 12H), 5.10-5.00 (m, 1H), 3.71-3.56 (m, br, 2H), 3.04-2.82 (br, 2H), 2.78-2.64 (m, br, 3H), 2.64-2.48 (m, br, 3H), 2.05-1.82 (m, br, 6H), 1.62-1.42 (m, br, 2H), 1.25 (d, 6H, J=6.0 Hz); ESMS m/e: 521.2 (M+H)+.

Sources & evidence

ORD record
ord-09094c2b7d9c4f1a9b60c41348b40ea4
Source dataset
uspto-grants-2004_04
Patent number
US06727264B1

Reaction notes

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