1,3,5-trimethyl-1H-pyrazole-4-sulfonyl chloride → HCID 57661857, compound

HRID 1665312Notes

Reaction equation

HRID 1665312 reaction equation
[NH:1]1[CH2:6][CH2:5][C:4]2([O:11][C:10]3[C:12]4[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=3[S:8][CH2:7]2)=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH2:3][CH2:2]1.[CH3:22][N:23]1[C:27]([CH3:28])=[C:26]([S:29](Cl)(=[O:31])=[O:30])[C:25]([CH3:33])=[N:24]1>>[CH3:22][N:23]1[C:27]([CH3:28])=[C:26]([S:29]([N:1]2[CH2:2][CH2:3][C:4]3([O:11][C:10]4[C:12]5[C:17]([C:18](=[O:21])[C:19](=[O:20])[C:9]=4[S:8][CH2:7]3)=[CH:16][CH:15]=[CH:14][CH:13]=5)[CH2:5][CH2:6]2)(=[O:30])=[O:31])[C:25]([CH3:33])=[N:24]1

Participants

3

Reactant 2

HCID 27373401,3,5-trimethyl-1H-pyrazole-4-sulfonyl chlorideHCID 57661820Spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Product 1

HCID 57661857HCID 57661857, compound

Procedure

Compound 80 was synthesized using spiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, 1,3,5-trimethyl-1H-pyrazole-4-sulfonyl chloride and conditions outlined in procedure P. M.p.=273-275° C.; 400 MHz 1H NMR (DMSO-d6) δ: 7.88-7.85 (m, 1H), 7.64-7.58 (m, 1H), 7.56-7.52 (m, 1H), 7.32-7.29 (m, 1H), 3.72 (s, 3H), 3.50-3.44 (m, 2H), 3.09 (s, 2H), 2.71-2.65 (m, 2H), 2.38 (s, 3H), 2.22 (s, 3H), 2.11-2.05 (m, 2H), 1.91-1.82 (m, 2H); LCMS: 474 [M+H].

Sources & evidence

ORD record
ord-16bbba819620431e988b6e28b766b1a9
Source dataset
uspto-grants-2011_10
Patent number
US08039503B2

Reaction notes

Loading…