3,3-Difluoroazetidine hydrochloride → 1-Ethenesulfonyl-3,3-difluoro-azetidine

HRID 1190303Notes

Reaction equation

HRID 1190303 reaction equation
[CH:1]([S:3](N1CC(C2C=CC3C4N=C(C5N(C(C)C)N=CN=5)SC=4CCOC=3C=2)C1)(=[O:5])=[O:4])=[CH2:2].Cl.[F:33][C:34]1([F:38])[CH2:37][NH:36][CH2:35]1>C(Cl)Cl>[CH:1]([S:3]([N:36]1[CH2:37][C:34]([F:38])([F:33])[CH2:35]1)(=[O:5])=[O:4])=[CH2:2]

Participants

4

Reactant 2

HCID 27582473,3-Difluoroazetidine hydrochlorideHCID 670505818-(1-Ethenesulfonyl-azetidin-3-yl)-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene

Product 1

HCID 582041541-Ethenesulfonyl-3,3-difluoro-azetidine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by a similar procedure to 8-(1-ethenesulfonyl-azetidin-3-yl)-2-(2-isopropyl-2H-[1,2,4]triazol-3-yl)-4,5-dihydro-6-oxa-3-thia-1-aza-benzo[e]azulene using 3,3-difluoroazetidine hydrochloride salt. 1-Ethenesulfonyl-3,3-difluoro-azetidine was isolated as a light brown oil after flash chromatography (SiO2, DCM) (171 mg, 61%). 1H NMR δ (ppm) (CDCl3): 6.56 (1H, dd, J=16.56, 9.83 Hz), 6.40 (1H, d, J=16.59 Hz), 6.20 (1H, d, J=9.83 Hz), 4.32-4.17 (4H, m)

Sources & evidence

ORD record
ord-52371b8c00334c5a8dd15b92b2ac3f63
Source dataset
uspto-grants-2014_03
Patent number
US08673952B2

Reaction notes

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