3,3-Difluoroazetidine hydrochloride → HCID 59543545, compound

HRID 1697687Notes

Reaction equation

HRID 1697687 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[CH2:39][CH2:38][O: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:41][C:42]1([F:46])[CH2:45][NH:44][CH2:43]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:44]4[CH2:45][C:42]([F:46])([F:41])[CH2:43]4)=[CH:19][C:18]=3[C:24]([F:25])([F:27])[F:26])(=[O:15])=[O:16])[CH2:11][N:10]2[C:28]2[N:29]([CH:34]3[CH2:39][CH2:38][O:37][CH2:36][CH2:35]3)[N:30]=[C:31]([CH3:33])[CH:32]=2)=[O:8])[CH2:4][CH2:5]1)#[N:2]

Participants

4

Reactant 2

HCID 27582473,3-Difluoroazetidine hydrochlorideHCID 59543793HCID 59543793, compound

Product 1

HCID 59543545HCID 59543545, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In analogy to the procedure described in example 389, (2S,4R)-4-(4-fluoro-2-trifluoromethyl-benzenesulfonyl)-1-[5-methyl-2-(tetrahydro-pyran-4-yl)-2H-pyrazol-3-yl]-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide (example 396c) was reacted with 3,3-difluoroazetidine hydrochloride (CAS Reg. No. 288315-03-7) in acetonitrile at 55° C. for 48 h to give the title compound as colorless foam. MS (ESI): m/z=643.3 [M+H]+.

Sources & evidence

ORD record
ord-6eb4d37ffa8e4121897bd842cd4edfa6
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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