HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butanol → N2-(1',3-dimethyl-1'H-1,4'-bipyrazol-4-yl)-N4-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | 2-Chloro-N-methyl-5-(trifluoromethyl)pyrimidin-4-amine | HCID 21077587 | — |
| Reactant | 1',3-dimethyl-1'H-1,4'-bipyrazol-4-amine | HCID 91618926 | — |
| Product | N2-(1',5-dimethyl-1'H-1,4'-bipyrazol-4-yl)-N4-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine | HCID 69281779 | 17% |
| Product | N2-(1',3-dimethyl-1'H-1,4'-bipyrazol-4-yl)-N4-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine | HCID 69281780 | 26% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A microwave vial equipped with a magnetic stirrer was charged with the mixture of 1%5-dimethyl-1′H-1,4′-bipyrazol-4-amine and 1′,3-dimethyl-1′H-1,4′-bipyrazol-4-amine (50 mg, 0.28 mmol), 2-chloro-N-methyl-5-(trifluoromethyl)pyrimidin-4-amine (60 mg, 0.28 mmol), and t-BuOH (3 mL). The mixture was heated at 100° C. under microwave irradiation for 1 h. After removal of the volatiles, the residue was purified by prep-HPLC to afford N2-(1′,5-dimethyl-1′H-1,4′-bipyrazol-4-yl)-N4-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine (17 mg, 17%) as a white solid and N2-(1′,3-dimethyl-1′H-1,4′-bipyrazol-4-yl)-N4-methyl-5-(trifluoromethyl)pyrimidine-2,4-diamine (26 mg, 26%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09212173B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-85ae70a6b34c47e291e1ccf2ee161c42 |
| Source note | uspto-grants-2015_12 |