HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 67117259, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloro-4-(trifluoromethyl)pyrimidine | HCID 2773912 | — |
| Reactant | cis-3-Boc-3,8-diazabicyclo[4.2.0]octane | HCID 16099092 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67117259 | HCID 67117259 | 66% |
Reaction Steps
To (1R,6S)-tert-butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate (166 mg, 0.8 mmol) and DIPEA (404 μL, 2.3 mmol) in ACN (3.4 mL) was added 2-chloro-4-(trifluoromethyl)pyrimidine (110 μL, 0.9 mmol). The reaction mixture was heated at reflux for 2 h, cooled to rt, diluted with water and extracted with CH2Cl2 (2×). The combined organics were dried (Na2SO4) and concentrated to give 185 mg (66%) of the title compound as a clear oil which was used without further purification. MS (ESI) mass calcd. For C16H21F3N4O2, 358.40; m/z found 359.1 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08680275B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-a8d8783a46b1491f876526f87b610920 |
| Source note | uspto-grants-2014_03 |