Thiomorpholine 1,1-dioxide → (1,1-Dioxo-1lambda6-thiomorpholin-4-yl)-{6-[3-(3-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-pyridin-3-yl}-methanone

HRID 1897110Notes

Reaction equation

HRID 1897110 reaction equation
CO[C:3](=[O:25])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][C:12]2[C:13]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=3)=[N:14][O:15][C:16]=2[CH3:17])=[N:6][CH:5]=1.[NH:26]1[CH2:31][CH2:30][S:29](=[O:33])(=[O:32])[CH2:28][CH2:27]1>>[O:32]=[S:29]1(=[O:33])[CH2:30][CH2:31][N:26]([C:3]([C:4]2[CH:5]=[N:6][C:7]([O:10][CH2:11][C:12]3[C:13]([C:18]4[CH:23]=[CH:22][CH:21]=[C:20]([F:24])[CH:19]=4)=[N:14][O:15][C:16]=3[CH3:17])=[CH:8][CH:9]=2)=[O:25])[CH2:27][CH2:28]1

Participants

3

Reactant 2

HCID 6484228Thiomorpholine 1,1-dioxideHCID 684418946-[3-(3-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester

Product 1

HCID 68937601(1,1-Dioxo-1lambda6-thiomorpholin-4-yl)-{6-[3-(3-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-pyridin-3-yl}-methanoneYield 100%

Procedure

As described for example 95, 6-[3-(3-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester (103 mg, 0.3 mmol) was converted, using thiomorpholine-S,S-dioxide instead of thiomorpholine, to the title compound (133 mg, 100%) which was obtained as a white foam. MS: m/e=446.0 [M+H]+.

Sources & evidence

ORD record
ord-cbe91a92cfe94b758894d458bd42c40c
Source dataset
uspto-grants-2013_08
Patent number
US08518974B2

Reaction notes

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