Thiomorpholine → HCID 25132818, compound

HRID 2262550Notes

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][CH:27]=[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:31]1[CH2:36][CH2:35][S:34][CH2:33][CH2:32]1>>[C:24]1([C:16]2[C:15]([C:13]3[N:12]=[CH:11][N:10]([C:7]4[N:6]=[CH:5][C:4]([C:3]([N:31]5[CH2:36][CH2:35][S:34][CH2:33][CH2:32]5)=[O:2])=[CH:9][CH:8]=4)[CH:14]=3)=[C:19]([C:20]([F:22])([F:23])[F:21])[O:18][N:17]=2)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

Reactant 2

HCID 67164Thiomorpholine

HCID 25132124HCID 25132124, compound

Product 1

HCID 25132818HCID 25132818, compoundYield 51%

Procedure

As described for Example 18, 6-[4-(3-phenyl-5-trifluoromethyl-isoxazol-4-yl)-imidazol-1-yl]-nicotinic acid methyl ester (70 mg, 0.17 mmol), was converted, using thiomorpholine instead of cyclopropanemethylamine, to the title compound (42 mg, 51%) which was obtained as a colourless oil. MS: m/e=486.0 [M+H]+.

Sources & evidence

ORD record: ord-6c3b9dcf04b64a548f2adc979eae0cc7
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07851469B2

Reaction notes

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