Ethyl chloroformate → 4-(Ethoxycarbonylamino)methyl-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(2-methoxyphenyl)benzamide

HRID 2507

Reaction equation

HRID 2507 reaction equation
[NH2:1][CH2:2][C:3]1[CH:36]=[CH:35][C:6]([C:7]([N:9]([CH2:18][CH2:19][N:20]2[CH2:25][CH2:24][CH:23]([C:26](=[O:34])[C:27]3[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=3)[CH2:22][CH2:21]2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])=[O:8])=[CH:5][CH:4]=1.Cl[C:38]([O:40][CH2:41][CH3:42])=[O:39]>>[CH2:41]([O:40][C:38]([NH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([N:9]([CH2:18][CH2:19][N:20]2[CH2:25][CH2:24][CH:23]([C:26](=[O:34])[C:27]3[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=3)[CH2:22][CH2:21]2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[O:16][CH3:17])=[O:8])=[CH:35][CH:36]=1)=[O:39])[CH3:42]

Participants

3

Reactant 2

HCID 10928Ethyl chloroformateHCID 196898594-aminomethyl-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(2-methoxyphenyl)benzamide

Product 1

HCID 196899884-(Ethoxycarbonylamino)methyl-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(2-methoxyphenyl)benzamideYield 72.7%

Procedure

Using 4-aminomethyl-N-{2-[4-(4-fluorobenzoyl)piperidino]ethyl}-N-(2-methoxyphenyl)benzamide (60 mg, 0.123 mmol) and ethyl chloroformate (13 μl, 0.136 mmol), the procedure of Inventive Example 94 was repeated to obtain 50 mg (72.7%) of the title compound in a colorless amorphous form.

Sources & evidence

ORD record
ord-04858e3c86474c34819e6545cb9b7d88
Source dataset
uspto-grants-1998_03
Patent number
US05728835

Linked notes

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