HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → HCID 86603173, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | 3-(Trifluoromethyl)phenyl isocyanate | HCID 9483 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (2-Amino-thiazol-5-yl)-acetic acid methyl ester | HCID 963498 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86603173 | HCID 86603173 | — |
Reaction Steps
To a solution of the HBr salt of (2-amino-thiazol-5-yl)-acetic acid methyl ester (compound 44.1; 20 mmol) in DIEA (40 mmol) and DMF (100 mL) was added 3-trifluoromethylphenyl isocyanate (20 mmol) at room temperature. After overnight stirring, the reaction mixture was concentrated and purified by flash column chromatography on silica gel to provide {2-[3-(3-trifluoromethyl-phenyl)-ureido]-thiazol-5-yl}-acetic acid methyl ester (compound 44.2) in 60% yield. EIMS (m/z): calcd. for C14H12F3N3O3S (M+)+H 360.06. found 360.10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601725B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-f772de62016d43baa0256405cc22961f |
| Source note | uspto-grants-2009_10 |