Morpholine → HCID 16722955, compound

HRID 1983159Notes

Reaction equation

HRID 1983159 reaction equation
[N:1]1([C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3[O:15][C:16]([C:19]4[C:20]([C:25]5[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=5)=[N:21][O:22][C:23]=4[CH3:24])=[N:17][N:18]=3)=[CH:10][CH:9]=2)=[O:7])[CH:5]=[CH:4]N=[CH:2]1.N1CC[O:34][CH2:33]C1>>[CH3:24][C:23]1[O:22][N:21]=[C:20]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]=1[C:16]1[O:15][C:14]([C:11]2[CH:12]=[CH:13][C:8]([C:6]([N:1]3[CH2:2][CH2:33][O:34][CH2:4][CH2:5]3)=[O:7])=[CH:9][CH:10]=2)=[N:18][N:17]=1

Participants

3

Reactant 2

HCID 8083MorpholineHCID 67215374HCID 67215374, compound

Product 1

HCID 16722955HCID 16722955, compoundYield 94%

Procedure

As described for example 78c, imidazol-1-yl-{4-[5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazol-2-yl]-phenyl}-methanone (200 mg, 0.50 mmol) was converted using morpholine instead of cyclopropylamine to the title compound (SiO2, heptane:ethyl acetate:dichloromethane:methanol=40:40:20:0 to 0:75:20:5, 196 mg, 94%) which was obtained as a colorless foam. MS: m/e=417.3 [M+H]+.

Sources & evidence

ORD record
ord-c8b59f0ba3fc4ee8ad2f3033ef103f5b
Source dataset
uspto-grants-2009_06
Patent number
US07541372B2

Reaction notes

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