Methanesulfinic acid → HCID 57989830, compound

HRID 1671183Notes

Reaction equation

HRID 1671183 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[N:9]=[C:10]([C:21]([CH3:24])([CH3:23])[CH3:22])[S:11][C:12]=2[C:13]2[CH:18]=[CH:17][N:16]=[C:15]([CH:19]=[CH2:20])[N:14]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[NH:25][S:26]([C:29]1[CH:34]=[C:33]([F:35])[CH:32]=[CH:31][C:30]=1[F:36])(=[O:28])=[O:27].[CH3:37][S:38]([OH:40])=[O:39].[Na]>>[Cl:1][C:2]1[C:7]([C:8]2[N:9]=[C:10]([C:21]([CH3:24])([CH3:23])[CH3:22])[S:11][C:12]=2[C:13]2[CH:18]=[CH:17][N:16]=[C:15]([CH2:19][CH2:20][S:38]([CH3:37])(=[O:40])=[O:39])[N:14]=2)=[CH:6][CH:5]=[CH:4][C:3]=1[NH:25][S:26]([C:29]1[CH:34]=[C:33]([F:35])[CH:32]=[CH:31][C:30]=1[F:36])(=[O:27])=[O:28]

Participants

4

Reactant 3

HCID 87251Methanesulfinic acidHCID 5360545SodiumHCID 66914959HCID 66914959, compound

Product 1

HCID 57989830HCID 57989830, compound

Procedure

Following a procedure analogous to the procedure described in Example 251 using N-{2-chloro-3-[2-(1,1-dimethylethyl)-5-(2-ethenyl-4-pyrimidinyl)-1,3-thiazol-4-yl]phenyl}-2,5-difluorobenzenesulfonamide (0.135 g, 0.247 mmol) and methane sulfinic acid, sodium salt (0.126 g, 1.234 mmol), the title compound was obtained as a solid (127 mg, 82% yield). 1H NMR (400 MHz, DMSO-d6) d ppm 10.72 (s, 1H), 8.54 (d, J=5.49 Hz, 1H), 7.52 (m, 3H), 7.44 (m, 2H), 6.48 (d, J=5.49 Hz, 1H), 3.54 (m, 2H), 3.28 (m, 2H), 3.04 (s, 3H), 1.42 (s, 9H); MS (ESI): 627 [M+H]+.

Sources & evidence

ORD record
ord-71a6428d2bee44fc8749dec473e12a44
Source dataset
uspto-grants-2011_08
Patent number
US07994185B2

Reaction notes

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