Hydrochloric Acid → N-(3-{1-[6-(4-Fluorophenoxy)-6-(2-fluorophenyl)hexyl]-4-piperidinyl}phenyl)-2-methylpropanamide

HRID 2088032Notes

Reaction equation

HRID 2088032 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][CH:13]=[CH:12][C:11]=1[CH:16](O)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:22]1[CH2:27][CH2:26][CH:25]([C:28]2[CH:29]=[C:30]([NH:34][C:35](=[O:39])[CH:36]([CH3:38])[CH3:37])[CH:31]=[CH:32][CH:33]=2)[CH2:24][CH2:23]1.Cl>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH:16]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[F:9])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:22]2[CH2:23][CH2:24][CH:25]([C:28]3[CH:29]=[C:30]([NH:34][C:35](=[O:39])[CH:36]([CH3:38])[CH3:37])[CH:31]=[CH:32][CH:33]=3)[CH2:26][CH2:27]2)=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 97324-FluorophenolHCID 22048705N-(3-(1-[6-(2-fluorophenyl)-6-hydroxyhexyl]-4-piperidinyl}phenyl)-2-methylpropanamide

Product 1

HCID 22048886N-(3-{1-[6-(4-Fluorophenoxy)-6-(2-fluorophenyl)hexyl]-4-piperidinyl}phenyl)-2-methylpropanamide

Procedure

Prepared by Procedure A and Scheme AN using 4-fluorophenol and N-(3-(1-[6-(2-fluorophenyl)-6-hydroxyhexyl]-4-piperidinyl}phenyl)-2-methylpropanamide: 1H NMR (400 MHz, CDCl3), HCl salt δ 7.72-6.72 (m, 12H), 5.42-5.34 (m, 1H), 3.68-3.58 (m, br, 2H), 3.02-2.92 (m, 2H), 2.80-2.46 (m, 6H), 2.05-1.78 (m, 6H), 1.68-1.56 (m, 1H), 1.56-1.38 (m, 3H), 1.25 (d, 6H, J=6.8 Hz); ESMS m/e: 535.1 (M+H)+.

Sources & evidence

ORD record
ord-9a46ab72bc654ae6baea90d037e03a19
Source dataset
uspto-grants-2004_04
Patent number
US06727264B1

Reaction notes

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