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

HRID 2088042Notes

Reaction equation

HRID 2088042 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([CH:16](O)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:22]2[CH2:27][CH2:26][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)[CH2:24][CH2:23]2)=[CH:12][CH:11]=1.Cl>>[Cl:9][C:10]1[CH:11]=[CH:12][C:13]([CH:16]([O:8][C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][N:22]2[CH2:27][CH2:26][CH:25]([C:28]3[CH:29]=[C:30]([NH:34][C:35](=[O:39])[CH:36]([CH3:37])[CH3:38])[CH:31]=[CH:32][CH:33]=3)[CH2:24][CH2:23]2)=[CH:14][CH:15]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 97324-FluorophenolHCID 22049304N-(3-{1-(6-(4-chlorophenyl)-6-hydroxyhexyl]-4-piperidinyl}phenyl)-2-methylpropanamide

Product 1

HCID 22049421N-(3-{1-[6-(4-Chlorophenyl)-6-(4-fluorophenoxy)hexyl]-4-piperidinyl}phenyl)-2-methylpropanamide

Procedure

Prepared by Procedure A and Scheme AN using 4-fluorophenol and N-(3-{1-[6-(4-chlorophenyl)-6-hydroxyhexyl]-4-piperidinyl}phenyl)-2-methylpropanamide: 1H NMR (400 MHz, CDCl3), HCl salt δ 8.22 (s, br, 1H), 7.74-6.68 (m, 12H), 5.04-4.92 (m, 1H), 3.66-3.50 (m, br, 2H), 3.00-2.82 (br, 2H), 2.80-2.58 (m, br, 4H), 2.58-2.40 (m, br, 2H), 2.00-1.68 (m, br, 6H), 1.66-1.46 (m, br, 1H), 1.46-1.36 (br, 3H), 1.25 (d, 6H, J=7.2 Hz); ESMS m/e: 551.1 (M+H)+.

Sources & evidence

ORD record
ord-654c5547d4e0434dad2aacb9e4bac4ee
Source dataset
uspto-grants-2004_04
Patent number
US06727264B1

Reaction notes

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