3,3-Difluoroazetidine hydrochloride → 2-(3,3-Difluoro-azetidin-1-yl)-nicotinonitrile

HRID 1035086Notes

Reaction equation

HRID 1035086 reaction equation
F[C:2]1[N:9]=[CH:8][CH:7]=[CH:6][C:3]=1[C:4]#[N:5].Cl.[F:11][C:12]1([F:16])[CH2:15][NH:14][CH2:13]1>>[F:11][C:12]1([F:16])[CH2:15][N:14]([C:2]2[N:9]=[CH:8][CH:7]=[CH:6][C:3]=2[C:4]#[N:5])[CH2:13]1

Participants

3

Reactant 2

HCID 27582473,3-Difluoroazetidine hydrochlorideHCID 27832543-Cyano-2-fluoropyridine

Product 1

HCID 685851032-(3,3-Difluoro-azetidin-1-yl)-nicotinonitrileYield 84%

Procedure

Prepared in 84% yield from 2-fluoronicotinonitrile and 3,3-difluoroazetidine hydrochloride according to the procedure described for Example 178A. 1H NMR (DMSO-d6) δ 4.65 (t, J=12.4 Hz, 4H), 6.94 (dd, J=7.6, 4.9 Hz, 1H). 8.08 (dd, J=7.8, 1.7 Hz, 1H), 8.40 (dd, J=4.9, 1.9 Hz, 1H).

Sources & evidence

ORD record
ord-c4a90d99d15d41219cabd0c3c2c9e332
Source dataset
uspto-grants-2013_10
Patent number
US08546374B2

Reaction notes

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