n-(4-Bromophenyl)prop-2-enamide → 3-[4-(3-Benzyloxyphenyl)-4-fluoro-3-methylpiperidin-1-yl]-N-(4-bromophenyl)propionamide Hydrochloride

HRID 537226Notes

Reaction equation

HRID 537226 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9](=[O:12])[CH:10]=[CH2:11])=[CH:4][CH:3]=1.[ClH:13].[CH2:14]([O:21][C:22]1[CH:23]=[C:24]([C:28]2([F:35])[CH2:33][CH2:32][NH:31][CH2:30][CH:29]2[CH3:34])[CH:25]=[CH:26][CH:27]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>>[ClH:13].[CH2:14]([O:21][C:22]1[CH:23]=[C:24]([C:28]2([F:35])[CH2:33][CH2:32][N:31]([CH2:11][CH2:10][C:9]([NH:8][C:5]3[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=3)=[O:12])[CH2:30][CH:29]2[CH3:34])[CH:25]=[CH:26][CH:27]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 263609n-(4-Bromophenyl)prop-2-enamideHCID 674631514-(3-Benzyloxyphenyl)-4-fluoro-3-methylpiperidine hydrochloride

Product 1

HCID 674661673-[4-(3-Benzyloxyphenyl)-4-fluoro-3-methylpiperidin-1-yl]-N-(4-bromophenyl)propionamide HydrochlorideYield 65%

Procedure

This material was synthesized by the reaction of N-(4-bromophenyl)acrylamide with 4-(3-benzyloxyphenyl)-4-fluoro-3-methylpiperidine hydrochloride as described in Step 1 of Example 20. The desired compound was obtained as a light yellow solid in 65% yield.

Sources & evidence

ORD record
ord-d2e7d9b1ce0242a1a89b3899e65e236c
Source dataset
uspto-grants-2014_10
Patent number
US08859777B2

Reaction notes

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