Morpholine → HCID 16722304, compound

HRID 1983178Notes

Reaction equation

HRID 1983178 reaction equation
Cl[C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[O:17][C:16]([C:18]2[CH:23]=[CH:22][C:21]([N:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)=[CH:20][C:19]=2[O:30][CH3:31])=[N:15][N:14]=1.[NH:32]1[CH2:37][CH2:36][O:35][CH2:34][CH2:33]1.C(=O)([O-])[O-].[K+].[K+]>>[CH3:31][O:30][C:19]1[CH:20]=[C:21]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)[CH:22]=[CH:23][C:18]=1[C:16]1[O:17][C:13]([C:3]2[C:4]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)=[N:5][O:6][C:2]=2[N:32]2[CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)=[N:14][N:15]=1

Participants

4

Reactant 3

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 16723117HCID 16723117, compound

Product 1

HCID 16722304HCID 16722304, compoundYield 90%

Procedure

As described for example 106, 4-{4-[5-(5-chloro-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazol-2-yl]-3-methoxy-phenyl}-morpholine (100 mg, 0.23 mmol) using morpholine instead of dimethylamine hydrochloride and potassium carbonate was converted to the title compound (100 mg, 90%) which was obtained as an off-white solid. MS: m/e=490.3 [M+H]+.

Sources & evidence

ORD record
ord-d2c8ec8fdc4042e3a4ecdd5bd3f99060
Source dataset
uspto-grants-2009_06
Patent number
US07541372B2

Reaction notes

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