Ethanolamine → HCID 67215096, compound

HRID 2421205Notes

Reaction equation

F[C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[O:10][C:11]([C:14]3[C:15]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[N:16][O:17][C:18]=3[CH3:19])=[N:12][N:13]=2)=[C:4]([O:26][CH3:27])[CH:3]=1.[CH2:28]([CH2:30][NH2:31])[OH:29]>>[F:8][C:7]1[CH:6]=[C:5]([C:9]2[O:10][C:11]([C:14]3[C:15]([C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)=[N:16][O:17][C:18]=3[CH3:19])=[N:12][N:13]=2)[C:4]([O:26][CH3:27])=[CH:3][C:2]=1[NH:31][CH2:30][CH2:28][OH:29]

Participants

Reactant 2

HCID 700Ethanolamine

HCID 16723008HCID 16723008, compound

Product 1

HCID 67215096HCID 67215096, compoundYield 72%

Procedure

As described for example 26, 2-(4,5-difluoro-2-methoxy-phenyl)-5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazole (200 mg, 0.54 mmol) instead of 2-(4-fluoro-2-methoxy-phenyl)-5-(5-methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazole was converted using ethanolamine instead of thiomorpholine to the title compound (160 mg, 72%) which was obtained as an off-white solid. MS: m/e=411.2 [M+H]+.

Sources & evidence

ORD record: ord-8d2c65da825246ec82042003dcd5de41
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07956074B2

Reaction notes

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