Ethanolamine → HCID 49781812, compound

HRID 1923565Notes

Reaction equation

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

Participants

Reactant 2

HCID 700Ethanolamine

HCID 66643663HCID 66643663, compound

Product 1

HCID 49781812HCID 49781812, compoundYield 63%

Procedure

As described for example 66, 4-methyl-2-[(E)-2-(5-methyl-3-phenyl-isoxazol-4-yl)-vinyl]-thiazole-5-carboxylic acid methyl ester (55 mg, 0.17 mmol) was converted, using ethanolamine instead of rac-2-amino-1-propanol, to the title compound (34 mg, 63%) which was obtained as a light yellow solid. MS: m/e=356.2 [M+H]+.

Sources & evidence

ORD record: ord-bb3c9d93820246e69d0fe6b1f1c85a93
Source dataset: uspto-grants-2012_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08178522B2

Reaction notes

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