Ethanolamine → 5-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid (2-hydroxyethyl)-amide

HRID 1695369Notes

Reaction equation

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

Participants

Reactant 2

HCID 700Ethanolamine

HCID 66643879HCID 66643879, compound

Product 1

HCID 595684365-(3-Butyl-5-methyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid (2-hydroxyethyl)-amideYield 91%

Procedure

As described for example 27, 5-(3-butyl-5-methyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid methyl ester (110 mg, 0.38 mmol) was converted, using ethanolamine instead of L-alaninol, to the title compound (110 mg, 91%) which was obtained as a colorless oil. MS: m/e=323.2 [M+H]+.

Sources & evidence

ORD record: ord-9b02f642e40d46b699ee974c21d55510
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163728B2

Reaction notes

Loading…