4-(difluoromethylidene)piperidine hydrochloride → HCID 86590137, compound

HRID 1840524Notes

Reaction equation

HRID 1840524 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][C@H:11]([NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[C:12]([OH:14])=O)=[N:6][CH:7]=1.Cl.[F:24][C:25]([F:32])=[C:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1>>[NH2:1][C:2]1[N:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][C@H:11]([NH:15][C:16](=[O:17])[O:18][C:19]([CH3:22])([CH3:21])[CH3:20])[C:12]([N:29]2[CH2:30][CH2:31][C:26](=[C:25]([F:32])[F:24])[CH2:27][CH2:28]2)=[O:14])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 234481414-(difluoromethylidene)piperidine hydrochlorideHCID 69820402HCID 69820402, compound

Product 1

HCID 86590137HCID 86590137, compoundYield 82%

Procedure

The process is performed in the same way as in Example 1.4, and starting with 2.32 g (7.5 mmol) of (S)-5-(5-amino-2-pyrazinyl)-2-[[(1,1-dimethylethoxy)carbonyl]amino]pentanoic acid and 1.9 g (11.25 mmol) of 4-(difluoromethylene)piperidine hydrochloride, to give 2.61 g of 1,1-dimethylethyl (S)-[4-(5-amino-2-pyrazinyl)-1-[[4-(difluoromethylene)piperid-1-yl)carbonyl]butyl]carbamate in the form of an amorphous powder.

Sources & evidence

ORD record
ord-409f018811f343acad224453f4d64b29
Source dataset
uspto-grants-2004_01
Patent number
US06680329B2

Reaction notes

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