N-Ethyl-N-methylcarbamoyl chloride → Nl-Ethyl-5-(4-ethylphenyl)-Nl-methyl-N3-phenylpiperidine-1,3-dicarboxamide

HRID 876278Notes

Reaction equation

HRID 876278 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].[CH2:24]([N:26]([CH3:30])[C:27](Cl)=[O:28])[CH3:25]>>[CH2:24]([N:26]([CH3:30])[C:27]([N:13]1[CH2:14][CH:9]([C:6]2[CH:5]=[CH:4][C:3]([CH2:1][CH3:2])=[CH:8][CH:7]=2)[CH2:10][CH:11]([C:15]([NH:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)=[O:16])[CH2:12]1)=[O:28])[CH3:25]

Participants

3

Reactant 2

HCID 11240471N-Ethyl-N-methylcarbamoyl chlorideHCID 667015535-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide

Product 1

HCID 66761405Nl-Ethyl-5-(4-ethylphenyl)-Nl-methyl-N3-phenylpiperidine-1,3-dicarboxamide

Procedure

250 mg (0.74 mmol) of 5-(4-ethylphenyl)-N-phenylpiperidine-3-carboxamide (Example 17A) and 117 mg (0.96 mmol, 1.3 eq.) of ethyl(methyl)carbamoyl chloride were reacted according to General Method 3. Yield: 215 mg (74% of theory)

Sources & evidence

ORD record
ord-1f400a53913d448eba95bf1e89d39b24
Source dataset
uspto-grants-2015_03
Patent number
US08987248B2

Reaction notes

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