HuagongsheHuagongshe Chemistry Print Report · For research reference only
Stannous Chloride → HCID 68553235, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Stannous Chloride | HCID 24479 | — |
| Reactant | 2-Methoxybenzylamine | HCID 81292 | — |
| Reactant | 5-Methoxy-2-nitrobenzoic acid | HCID 339209 | — |
| Reactant | Bis-(1H-imidazol-2-YL)-methanone | HCID 5250894 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 68553235 | HCID 68553235 | — |
Reaction Steps
6-Methoxy-3-(2-methoxybenzyl)-3,4-dihydroquinazolin-2-amine was synthesized from 5-methoxy-2-nitrobenzoic acid and 2-methoxybenzylamine by analogy with EXAMPLE 89. The peptide coupling was performed with carbonyl diimidazole and triethylamine in dimethylformamide. The nitro group was reduced with tin(II) chloride instead of iron(III) chloride to form the corresponding aniline. Subsequent cyclization to the dihydroquinazoline with cyanogen bromide was performed using a mixture of dichloromethane and ethanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08686002B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-a83b2f3ba5e44584b30b1d3fc037a08b |
| Source note | uspto-grants-2014_04 |