Hydrochloric Acid → 4-(3-benzyloxyphenyl)-1-(3-cyclohexylpropyl)-4-fluoro-3-methylpiperidine Hydrochloride

HRID 537219Notes

Reaction equation

HRID 537219 reaction equation
[ClH:1].[CH2:2]([O:9][C:10]1[CH:11]=[C:12]([C:16]2([F:23])[CH2:21][CH2:20][NH:19][CH2:18][CH:17]2[CH3:22])[CH:13]=[CH:14][CH:15]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Br[CH2:25][CH2:26][CH2:27][CH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1.Cl>>[ClH:1].[CH2:2]([O:9][C:10]1[CH:11]=[C:12]([C:16]2([F:23])[CH2:21][CH2:20][N:19]([CH2:25][CH2:26][CH2:27][CH:28]3[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]3)[CH2:18][CH:17]2[CH3:22])[CH:13]=[CH:14][CH:15]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 96426(3-Bromopropyl)cyclohexaneHCID 674631514-(3-Benzyloxyphenyl)-4-fluoro-3-methylpiperidine hydrochloride

Product 1

HCID 674615684-(3-benzyloxyphenyl)-1-(3-cyclohexylpropyl)-4-fluoro-3-methylpiperidine Hydrochloride

Procedure

This material was prepared by the alkylation of 4-(3-benzyloxyphenyl)-4-fluoro-3-methylpiperidine hydrochloride with 1-bromo-3-cyclohexylpropane and subsequent salt formation with methanolic hydrogen chloride as described in Step 3 of Example 1 in 48% overall yield.

Sources & evidence

ORD record
ord-5422a3d1598a4440a34e5006442913eb
Source dataset
uspto-grants-2014_10
Patent number
US08859777B2

Reaction notes

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