HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1,1-Trifluoro-2-propanamine → 2-[(e)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid ((r)-2,2,2-trifluoro-1-methyl-ethyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1,1-Trifluoro-2-propanamine | HCID 3783165 | — |
| Reactant | 2-[(E)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid | HCID 59568539 | — |
| Product | 2-[(e)-2-(3-Butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid ((r)-2,2,2-trifluoro-1-methyl-ethyl)-amide | HCID 49781368 | 46% |
Reaction Steps
As described for example 104, 2-[(E)-2-(3-butyl-5-methyl-isoxazol-4-yl)-vinyl]-4-methyl-thiazole-5-carboxylic acid (153 mg, 0.5 mmol) was converted, using L-2,2,2,-trifluoro-1-(methyl)ethylamine instead of rac-2-amino-1-butanol, to the title compound (92 mg, 46%) which was obtained as a white solid after purification by chromatography (silica, 50 to 100% ethyl acetate in heptane and recrystallization from ethyl acetate/heptane. MS: m/e=402.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178522B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-773e29197d0b43ec98911685462b2c95 |
| Source note | uspto-grants-2012_05 |