Thiomorpholine 1,1-dioxide → HCID 25133495, compound

HRID 2262564Notes

Reaction equation

HRID 2262564 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[C:13]([C:15]3[C:16]([C:24]4[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=4)=[N:17][O:18][C:19]=3[C:20]([F:23])([F:22])[F:21])[N:12]=[CH:11]2)=[CH:6][CH:5]=1.[NH:32]1[CH2:37][CH2:36][S:35](=[O:39])(=[O:38])[CH2:34][CH2:33]1>>[O:38]=[S:35]1(=[O:39])[CH2:36][CH2:37][N:32]([C:3]([C:4]2[CH:5]=[CH:6][C:7]([N:10]3[CH:14]=[C:13]([C:15]4[C:16]([C:24]5[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=5)=[N:17][O:18][C:19]=4[C:20]([F:21])([F:22])[F:23])[N:12]=[CH:11]3)=[CH:8][CH:9]=2)=[O:2])[CH2:33][CH2:34]1

Participants

3

Reactant 2

HCID 6484228Thiomorpholine 1,1-dioxideHCID 25131431HCID 25131431, compound

Product 1

HCID 25133495HCID 25133495, compoundYield 77.3%

Procedure

As described for Example 32, 4-{4-[3-(4-fluoro-phenyl)-5-trifluoromethyl-isoxazol-4-yl]-imidazol-1-yl}-benzoic acid methyl ester (100 mg, 0.23 mmol) was converted, using thiomorpholine 1,1-dioxide (125.4 mg, 0.9 mmol) instead of cyclopropanemethylamine, to the title compound (95 mg, 77%) which was obtained as a white solid. MS: m/e=534.8 [M+H]+.

Sources & evidence

ORD record
ord-c7e0937d20c84c5a96e88d87957f0f4a
Source dataset
uspto-grants-2010_12
Patent number
US07851469B2

Reaction notes

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