3,3-Difluoroazetidine hydrochloride → HCID 59543758, compound

HRID 1697778Notes

Reaction equation

HRID 1697778 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6](F)[CH:5]=[CH:4][C:3]=1[S:9]([C@H:12]1[CH2:16][N:15]([C:17]2[N:21]([CH2:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[N:20]=[C:19]([CH3:30])[CH:18]=2)[C@H:14]([C:31]([NH:33][C:34]2([C:37]#[N:38])[CH2:36][CH2:35]2)=[O:32])[CH2:13]1)(=[O:11])=[O:10].Cl.[F:40][C:41]1([F:45])[CH2:44][NH:43][CH2:42]1>C(#N)C>[C:37]([C:34]1([NH:33][C:31]([C@@H:14]2[CH2:13][C@@H:12]([S:9]([C:3]3[CH:4]=[CH:5][C:6]([N:43]4[CH2:44][C:41]([F:45])([F:40])[CH2:42]4)=[CH:7][C:2]=3[Cl:1])(=[O:11])=[O:10])[CH2:16][N:15]2[C:17]2[N:21]([CH2:22][CH2:23][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[N:20]=[C:19]([CH3:30])[CH:18]=2)=[O:32])[CH2:36][CH2:35]1)#[N:38]

Participants

4

Reactant 2

HCID 27582473,3-Difluoroazetidine hydrochlorideHCID 59543745HCID 59543745, compound

Product 1

HCID 59543758HCID 59543758, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In analogy to the procedure described in example 389, (2S,4R)-4-(2-chloro-4-fluorophenylsulfonyl)-N-(1-cyanocyclopropyl)-1-(3-methyl-1-phenethyl-1H-pyrazol-5-yl)pyrrolidine-2-carboxamide 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 off-white foam. MS (ESI): m/z=629.2 [M+H]+.

Sources & evidence

ORD record
ord-0e21e18bcde2433ab5b689bc6eb2ddf0
Source dataset
uspto-grants-2012_04
Patent number
US08163793B2

Reaction notes

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