HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenyl isocyanate → HCID 58770774, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | 6,7-Dimethoxy-4-(piperidin-4-yl)quinazoline | HCID 59551734 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58770774 | HCID 58770774 | 27% |
Reaction Steps
A solution of 6,7-dimethoxy-4-piperidin-4-yl-quinazoline (30 mg, 0.110 mmol), as prepared in Example 1d, in DMF (1 mL) was treated with isocyanato-benzene (19.6 mg, 0.165 mmol) at RT overnight. The reaction was then partitioned between EtOAc (10 mL) and H2O (10 mL). The organic phase was dried over Na2SO4 and concentrated in vacuo. Purification by prep tlc (1:9 MeOH/DCM) afforded the title compound as a yellow solid (11.4 mg, 27%). 1H NMR (300 MHz, CDCl3) δ 9.09 (s, 1H), 7.37 (m, 6H), 7.06 (m, 1H), 6.42 (br s, NH), 4.31-4.27 (m, 2H), 4.08 (s, 6H), 3.62 (m, 1H), 3.19 (m, 2H), 2.17 (m, 2H), 2.04-1.98 (m, 2H); LC/MS (ESI): calcd mass 392.2, found 393.3 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071768B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-7dd41db5d881408d960b6757b505976c |
| Source note | uspto-grants-2011_12 |