(5-Methyl-3-phenyl-1,2-oxazol-4-yl)methanol → HCID 68456625, compound

HRID 83163Notes

Reaction equation

HRID 83163 reaction equation
[CH3:1][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[CH2:13][OH:14].[CH3:15][N:16]1[CH2:21][CH:20]=[C:19]([C:22]2[CH:27]=[CH:26][NH:25][C:24](=O)[CH:23]=2)[CH2:18][CH2:17]1>>[CH3:15][N:16]1[CH2:17][CH:18]=[C:19]([C:22]2[CH:27]=[CH:26][N:25]=[C:24]([O:14][CH2:13][C:3]3[C:4]([C:7]4[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=4)=[N:5][O:6][C:2]=3[CH3:1])[CH:23]=2)[CH2:20][CH2:21]1

Participants

3

Reactant 2

HCID 2776149(5-Methyl-3-phenyl-1,2-oxazol-4-yl)methanolHCID 53750273HCID 53750273, compound

Product 1

HCID 68456625HCID 68456625, compoundYield 17%

Procedure

As described for example 4, (5-methyl-3-phenyl-isoxazol-4-yl)-methanol (135 mg, 0.72 mmol) was converted using 1′-methyl-1′,2′,3′,6′-tetrahydro-1H-[4,4′]bipyridinyl-2-one instead of 2-hydroxy-5-trifluoromethylpyridine to the title compound (SiO2, heptane:ethyl acetate:methanol=95:5:0 to 0:80:20, 45 mg, 17%) which was obtained as a yellow oil. MS: m/e=362.3 [M+H]+.

Sources & evidence

ORD record
ord-9418c27b56bd49a69f7d78e6abaf40b5
Source dataset
uspto-grants-2014_09
Patent number
US08846719B2

Reaction notes

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