3,3-Difluoroazetidine hydrochloride → HCID 24772540, compound

HRID 1015592Notes

Reaction equation

HRID 1015592 reaction equation
[Cl:1][C:2]1[C:3]([F:27])=[C:4]([C:20]([C:23]([F:26])([F:25])[F:24])=[CH:21][CH:22]=1)[C:5]([NH:7][C:8]1[S:16][C:11]2[CH2:12][O:13][CH:14]([CH3:15])[C:10]=2[C:9]=1[C:17](O)=[O:18])=[O:6].Cl.[F:29][C:30]1([F:34])[CH2:33][NH:32][CH2:31]1>>[Cl:1][C:2]1[C:3]([F:27])=[C:4]([C:20]([C:23]([F:25])([F:26])[F:24])=[CH:21][CH:22]=1)[C:5]([NH:7][C:8]1[S:16][C:11]2[CH2:12][O:13][CH:14]([CH3:15])[C:10]=2[C:9]=1[C:17]([N:32]1[CH2:33][C:30]([F:34])([F:29])[CH2:31]1)=[O:18])=[O:6]

Participants

3

Reactant 2

HCID 27582473,3-Difluoroazetidine hydrochlorideHCID 67300967HCID 67300967, compound

Product 1

HCID 24772540HCID 24772540, compound

Procedure

The title compound was prepared from the product of Example 50A and commercially available 3,3-difluoroazetidine hydrochloride by the procedure described for Example 2B. 1H NMR (DMSO-d6, 300 MHz) δ 1.30 (d, J=6.4 Hz, 3H), 4.30-4.51 (m, 4H), 4.89-5.02 (m, 2H), 5.17-5.26 (m, 1H), 7.80 (d, J=8.5 Hz, 1H), 8.03 (dd, J=8.0, 8.0 Hz, 1H), 11.85 (br s, 1H). MS (ESI+) m/z 499 (M+H)+. Anal. calcd. for C19H13ClF6N2O3S: C, 45.75; H, 2.63; N, 5.62. Found: C, 46.17; H, 2.51; N, 5.33.

Sources & evidence

ORD record
ord-378978b0f4be461aae543c74c0c9ed3a
Source dataset
uspto-grants-2011_07
Patent number
US07985768B2

Reaction notes

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