HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenyl isocyanate → 1-(4-{2-[7-(3-Chloro-propoxy)-quinazolin-4-ylamino]-ethyl}-phenyl)-3-phenyl-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | [2-(4-Amino-phenyl)-ethyl]-[7-(3-chloro-propoxy)-quinazolin-4-yl]-amine | HCID 67218600 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(4-{2-[7-(3-Chloro-propoxy)-quinazolin-4-ylamino]-ethyl}-phenyl)-3-phenyl-urea | HCID 59268775 | 93% |
Reaction Steps
A solution of [2-(4-amino-phenyl)-ethyl]-[7-(3-chloro-propoxy)-quinazolin-4-yl]-amine (34 mg, 0.095 mmol) and phenyl isocyanate (17.0 mg, 0.143 mmol) in methylene chloride (8 mL) was stirred under nitrogen at room temperature overnight. The solid product formed was filtered to give the title compound as a solid (42 mg, 93%). 1H-NMR (300 MHz, d6-DMSO): δ 8.66 (s, 1H), 8.63 (s, 1H), 8.42 (s, 1H), 8.20 (t, 1H), 8.13 (d, J=9.0 Hz, 1H), 7.42-7.46 (m, 2H), 7.37 (d, J=8.4 Hz, 2H), 7.24-7.29 (m, 2H), 7.08-7.18 (m, 4H), 6.96 (t, 1H), 4.23 (t, 2H), 3.83 (t, 2H), 3.70 (q, 2H), 2.89 (t, 2H), 2.18-2.27 (m, 2H). LC-MS (ESI) m/z: 476.4 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006252B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-11a89d99c99e4a4a8e8514271301affd |
| Source note | uspto-grants-2015_04 |