Thiomorpholine 1,1-dioxide → HCID 25133494, compound

HRID 2262571Notes

Reaction equation

HRID 2262571 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)=[N: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]=[N:6][C:7]([N:10]3[CH:14]=[C:13]([C:15]4[C:16]([C:24]5[CH:25]=[CH:26][C:27]([F:30])=[CH:28][CH:29]=5)=[N:17][O:18][C:19]=4[C:20]([F:22])([F:23])[F:21])[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 67363061HCID 67363061, compound

Product 1

HCID 25133494HCID 25133494, compoundYield 97.4%

Procedure

As described for Example 38b, 6-{4-[3-(4-fluoro-phenyl)-5-trifluoromethyl-isoxazol-4-yl]-imidazol-1-yl}-nicotinic acid methyl ester (100 mg, 0.23 mmol), was converted, using thiomorpholine 1,1-dioxide (124.9 mL, 0.9 mmol) instead of cyclopropanemethylamine, to the title compound (120 mg, 97%) which was obtained as a colourless oil. MS: m/e=535.8 [M+H]+.

Sources & evidence

ORD record
ord-3f2ef602d3e6432faa22cf4f37c652b0
Source dataset
uspto-grants-2010_12
Patent number
US07851469B2

Reaction notes

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