3-Fluoro-2,2-dimethylpropanoyl chloride → 5-(4-ethylphenyl)-1-(3-fluoro-2,2-dimethylpropanoyl)-N-phenylpiperidine-3-carboxamide

HRID 876267Notes

Reaction equation

HRID 876267 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[CH2:14][NH:13][CH2:12][CH:11]([C:15]([NH:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[O:16])[CH2:10]2)=[CH:5][CH:4]=1)[CH3:2].[F:24][CH2:25][C:26]([CH3:31])([CH3:30])[C:27](Cl)=[O:28]>>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:14][N:13]([C:27](=[O:28])[C:26]([CH3:31])([CH3:30])[CH2:25][F:24])[CH2:12][CH:11]([C:15]([NH:17][C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[O:16])[CH2:10]2)=[CH:7][CH:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 139352453-Fluoro-2,2-dimethylpropanoyl chlorideHCID 667015535-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide

Product 1

HCID 667612165-(4-ethylphenyl)-1-(3-fluoro-2,2-dimethylpropanoyl)-N-phenylpiperidine-3-carboxamide

Procedure

62 mg (0.20 mmol) of 5-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide (Example 17A) and 42 mg (0.3 mmol, 1.5 eq.) of 3-fluoro-2,2-dimethylpropanoyl chloride were reacted according to General Method 2. Yield: 68 mg (83% of theory)

Sources & evidence

ORD record
ord-5f060b9702654df49ccf49bc6fa0ec04
Source dataset
uspto-grants-2015_03
Patent number
US08987248B2

Reaction notes

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