HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-chloro-N-(3-(trifluoromethyl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-(Trifluoromethyl)aniline | HCID 7375 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5,7-Dichlorothiazolo(5,4-d)pyrimidine | HCID 609639 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 5-chloro-N-(3-(trifluoromethyl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine | HCID 86671790 | — |
Reaction Steps
To a stirred solution of 5,7-dichlorothiazolo[5,4-d]pyrimidine (300 mg, 1.45 mmol) and 3-(trifluoromethyl)benzenamine (304.8 mg, 1.89 mmol) in 10 mL of DMSO was added DIEA (282 mg, 2.18 mmol) in one portion at room temperature. Then the reaction mixture was stirred at room temperature for 5 hours. The reaction mixture was poured into 40 mL of water, and the solid obtained was filtered, rinsed with water, and dried. The desired product 5-chloro-N-(3-(trifluoromethyl)phenyl)thiazolo[5,4-d]pyrimidin-7-amine was obtained (356 mg, 74%) as a yellow solid. LC-MS: 331.0 [M+H]+, tR=1.70 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921383B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-20d8d7f7243a46feb4e52695103c439e |
| Source note | uspto-grants-2014_12 |