3,3-Difluoroazetidine hydrochloride → HCID 59543639, compound

HRID 1697701Notes

Reaction equation

HRID 1697701 reaction equation
[C:1]([C:3]1([NH:6][C:7]([C@@H:9]2[CH2:13][C@@H:12]([S:14]([C:17]3[CH:22]=[CH:21][C:20](F)=[CH:19][C:18]=3[C:24]([F:27])([F:26])[F:25])(=[O:16])=[O:15])[CH2:11][N:10]2[C:28]2[N:29]([CH:34]3[CH2:37][CH2:36][CH2:35]3)[N:30]=[C:31]([CH3:33])[CH:32]=2)=[O:8])[CH2:5][CH2:4]1)#[N:2].Cl.[F:39][C:40]1([F:44])[CH2:43][NH:42][CH2:41]1>C(#N)C>[C:1]([C:3]1([NH:6][C:7]([C@@H:9]2[CH2:13][C@@H:12]([S:14]([C:17]3[CH:22]=[CH:21][C:20]([N:42]4[CH2:43][C:40]([F:44])([F:39])[CH2:41]4)=[CH:19][C:18]=3[C:24]([F:25])([F:27])[F:26])(=[O:16])=[O:15])[CH2:11][N:10]2[C:28]2[N:29]([CH:34]3[CH2:35][CH2:36][CH2:37]3)[N:30]=[C:31]([CH3:33])[CH:32]=2)=[O:8])[CH2:5][CH2:4]1)#[N:2]

Participants

4

Reactant 2

HCID 27582473,3-Difluoroazetidine hydrochlorideHCID 66770568HCID 66770568, compound

Product 1

HCID 59543639HCID 59543639, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In analogy to the procedure described in example 389, (2S,4R)-1-(2-cyclobutyl-5-methyl-2H-pyrazol-3-yl)-4-(4-fluoro-2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide (example 388 g) was reacted with 3,3-difluoroazetidine hydrochloride (CAS Reg. No. 288315-03-7) in acetonitrile at 90° C. for 48 h to give the title compound as colorless oil. MS (ESI): m/z=613.1 [M+H]+.

Sources & evidence

ORD record
ord-ad11b7f1a38a41159712bc933e4e50ad
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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