HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 3-(2-(4-fluorobenzoyl)quinazolin-4-ylamino)-1H-pyrazole-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 5-Amino-1H-pyrazole-3-carbonitrile | HCID 21180574 | — |
| Reactant | (4-Chloroquinazolin-2-yl)(4-fluorophenyl)methanone | HCID 86649048 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(2-(4-fluorobenzoyl)quinazolin-4-ylamino)-1H-pyrazole-5-carbonitrile | HCID 56848546 | 23.5% |
Reaction Steps
A mixture of (4-chloroquinazoline-2-yl)(4-fluorophenyl)methanone from Example 3 (580 mg, 2.02 mmol), and 3-amino-1H-pyrazole-5-carbonitrile (218 mg, 2.02 mmol) in DMF (5 mL) was stirred at rt overnight. MeOH (10 mL) was then added to this mixture, and the precipitate was filtered washed with MeOH, and dried to afford 3-(2-(4-fluorobenzoyl)quinazolin-4-ylamino)-1H-pyrazole-5-carbonitrile (170 mg, 23.4%) 1H NMR (300 MHz, DMSO-d6) δ 6.89 (s, 1H), 7.40 (d, 2H), 7.83 (s, 1H), 7.98 (m, 2H), 8.11 (m, 2H), 8.56 (s, 1H), 11.18 (s, 1H), 13.84 (s, 1H); LC-MS (ESI) m/z 359 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927711B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-a9fb0313ef4f4121a20bdf840f528d43 |
| Source note | uspto-grants-2015_01 |