Morpholine → HCID 57753264, compound

HRID 1931028Notes

Reaction equation

Cl[C:2]1[N:7]=[CH:6][C:5]2[CH2:8][N:9]([C:11]([C:13]3[CH:18]=[C:17]([S:19]([CH3:22])(=[O:21])=[O:20])[CH:16]=[CH:15][C:14]=3[O:23][C@@H:24]([CH3:29])[C:25]([F:28])([F:27])[F:26])=[O:12])[CH2:10][C:4]=2[CH:3]=1.[NH:30]1[CH2:35][CH2:34][O:33][CH2:32][CH2:31]1>CC(N(C)C)=O>[CH3:22][S:19]([C:17]1[CH:16]=[CH:15][C:14]([O:23][C@@H:24]([CH3:29])[C:25]([F:27])([F:26])[F:28])=[C:13]([C:11]([N:9]2[CH2:10][C:4]3[CH:3]=[C:2]([N:30]4[CH2:35][CH2:34][O:33][CH2:32][CH2:31]4)[N:7]=[CH:6][C:5]=3[CH2:8]2)=[O:12])[CH:18]=1)(=[O:21])=[O:20]

Participants

Conditions

Temperature: 180 °C

Procedure

A mixture of 0.33 mmol (6-Chloro-1,3-dihydro-pyrrolo[3,4-c]pyridin-2-yl)-[5-methanesulfonyl-2-((S)-2,2,2-trifluoro-1-methyl-ethoxy)-phenyl]-methanone (example 167), 0.67 mmol morpholine in 2 ml dimethylacetamide is heated at 180° C. for 30 minutes in a microwave oven. The solvent was removed in vacuo. Chromatography of the residue (silica gel; ethyl acetate/heptane) yields the title compound as a white solid. Yield=13%. MS (m/e): 500.1 [M+H]+, 100%).

Workup

customThe solvent was removed in vacuo

Sources & evidence

ORD record: ord-9d357dfb5914419bbb5d7b1e35a793dc
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08188139B2

Reaction notes

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