Thiomorpholine → HCID 49780482, compound

HRID 1923528Notes

Reaction equation

HRID 1923528 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([CH2:13][CH2:14][C:15]3[S:16][C:17]([C:21]([OH:23])=O)=[C:18]([CH3:20])[N:19]=3)=[C:11]([CH3:24])[O:10][N:9]=2)=[N:6][CH:7]=1.[NH:25]1[CH2:30][CH2:29][S:28][CH2:27][CH2:26]1>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([CH2:13][CH2:14][C:15]3[S:16][C:17]([C:21]([N:25]4[CH2:30][CH2:29][S:28][CH2:27][CH2:26]4)=[O:23])=[C:18]([CH3:20])[N:19]=3)=[C:11]([CH3:24])[O:10][N:9]=2)=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 67164ThiomorpholineHCID 66643777HCID 66643777, compound

Product 1

HCID 49780482HCID 49780482, compoundYield 37%

Procedure

As described for example 31b, 2-{2-[3-(5-fluoro-pyridin-2-yl)-5-methyl-isoxazol-4-yl]-ethyl}-4-methyl-thiazole-5-carboxylic acid (69 mg, 0.20 mmol) was converted, using thiomorpholine instead of 4-aminotetrahydropyran, to the title compound (32 mg, 37%) which was obtained as a colourless gum after purification by chromatography (silica, heptane:ethyl acetate 1:0 to 0:1 then dichloromethane:methanol 1:0 to 95:5). MS: m/e=433.2 [M+H]+.

Sources & evidence

ORD record
ord-319dcd4fc5244e7581d3fc90abd08266
Source dataset
uspto-grants-2012_05
Patent number
US08178522B2

Reaction notes

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