HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexyl isocyanate → HCID 58770800, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexyl isocyanate | HCID 18502 | — |
| Reactant | 6,7-Dimethoxy-4-(piperidin-4-yl)quinazoline | HCID 59551734 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58770800 | HCID 58770800 | 50.2% |
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-cyclohexane (20.6 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 light yellow solid (22 mg, 50%). 1H NMR (300 MHz, CDCl3) δ 9.08 (s, 1H), 7.38 (s, 1H), 7.26 (s, 1H), 4.35 (d, 1H), 4.14 (d, 1H), 4.07 (s, 6H), 3.68 (m, 1H), 3.53 (m, 1H), 3.03 (m, 2H), 2.12-1.90 (m, 4H), 1.70-1.55 (m, 5H), 1.40-1.09 (m, 5H); LC/MS (ESI): calcd mass 398.2, found 399.3 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08071768B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-df9e1bdd33ca41a9bc54bfbbc0d75290 |
| Source note | uspto-grants-2011_12 |