HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(6,7-Dimethoxyquinazolin-4-ylthio)aniline → 3-(1-phenyl-3-(1-(trifluoromethyl)cyclopropyl)-1H-pyrazol-5-yl)urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(6,7-Dimethoxyquinazolin-4-ylthio)aniline | HCID 56953627 | — |
| Reactant | phenyl 1-phenyl-3-(1-(trifluoromethyl)cyclopropyl)-1H-pyrazol-5-ylcarbamate | HCID 67159116 | — |
| Product | US9730937, Example 383 | HCID 58267725 | — |
| Product | 3-(1-phenyl-3-(1-(trifluoromethyl)cyclopropyl)-1H-pyrazol-5-yl)urea | HCID 131735423 | 173.3% |
Reaction Steps
The title compound was prepared from 3-(6,7-dimethoxyquinazolin-4-ylthio)aniline (94 mg, 0.3 mmol) and the carbamate from Example 137A (116 mg, 0.3 mmol) using the procedure in Example 115C to give 14346,7-dimethoxyquinazolin-4-ylthio)phenyl)-3-(1-phenyl-3-(1-(trifluoromethyl)cyclopropyl)-1H-pyrazol-5-yl)urea (160 mg, 0.26 mmol, 88%). 1H NMR (300 MHz, DMSO-d6) δ 9.28 (s, 1H), 8.69 (s, 1H), 8.61 (s, 1H), 7.79 (s, 1H), 7.58-7.50 (m, 4H), 7.49-7.38 (m, 3H), 7.34 (d, 2H), 7.25 (d, 1H), 6.56 (s, 1H), 3.99 (s, 6H), 1.35-1.29 (m, 4H); LC-MS (ESI) m/z 607 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09320739B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-cad4294772ad401b8d7e77707d606ddc |
| Source note | uspto-grants-2016_04 |