Ethanamine, 2,2,2-trifluoro- → HCID 49801025, compound

HRID 1807515Notes

Reaction equation

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

Participants

Reactant 2

HCID 9773Ethanamine, 2,2,2-trifluoro-

HCID 66643605HCID 66643605, compound

Product 1

HCID 49801025HCID 49801025, compoundYield 69%

Procedure

As described for example 25e, 6-(3-butyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester (200 mg, 0.69 mmol) was converted, using 2,2,2,-trifluoroethylamine instead of isopropylamine, to the title compound (170 mg, 69%) which was obtained as a white solid after purification by chromatography (silica, 30 to 50% ethyl acetate in heptane). MS: m/e=358.1 [M+H]+.

Sources & evidence

ORD record: ord-13f3b99ebbd54713872121c428780847
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08357703B2

Reaction notes

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