3-Methoxypropanoyl chloride → 5-(4-ethylphenyl)-1-(3-methoxypropanoyl)-N-phenylpiperidine-3-carboxamide

HRID 876268Notes

Reaction equation

HRID 876268 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].[CH3:24][O:25][CH2:26][CH2:27][C:28](Cl)=[O:29]>>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:14][N:13]([C:28](=[O:29])[CH2:27][CH2:26][O:25][CH3:24])[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 27597283-Methoxypropanoyl chlorideHCID 667015535-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide

Product 1

HCID 667607595-(4-ethylphenyl)-1-(3-methoxypropanoyl)-N-phenylpiperidine-3-carboxamide

Procedure

62 mg (0.18 mmol) of 5-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide (Example 17A) and 33 mg (0.27 mmol, 1.5 eq.) of methoxypropionyl chloride were reacted according to General Method 2. Yield: 65 mg (91% of theory)

Sources & evidence

ORD record
ord-65a47e3107dd445ab8d4b987a9a12574
Source dataset
uspto-grants-2015_03
Patent number
US08987248B2

Reaction notes

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