Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-Methylformamide | HCID 31254 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | HCID 11510616 | HCID 11510616 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54759161 | HCID 54759161 | 70% |
Reaction Steps
A solution of 1-(3-methanesulfonylamino-2,4-dioxo-7-trifluoromethyl-1,2,3,4-tetrahydro -quinazolin-6-yl)-1H-imidazole-4-carboxylic acid methyl ester (800 mg, 1.79 mmol) and N-methylformamide (0.357 ml, 6 mmol) in 5 ml of dimethylformamide is heated to 120° C. and sodium methylate (100 mg, 1.79 mmol) is added under stirring. After two hours at 120° C. another 100 mg of sodium methylate is added and stirring at 120° C. continued for additional two hours. After cooling to room temperature the solution is evaporated in vacuo and the residue chromatographed to give 560 mg (1.25 mmol, 70%) of 1-(3-methanesulfonylamino-2,4-dioxo-7-trifluoromethyl-1,2,3,4-tetrahydro-quinazolin-6-yl)-1H-imidazole-4-carboxylic acid methylamide, m.p. 292 -295° C., ES-MS: m/z447 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08299085B2 |
|---|
| Source dataset | uspto-grants-2012_10 |
|---|
| ORD ID | ord-ed9b0bc682864cb7a6bb9938d705664d |
|---|
| Source note | uspto-grants-2012_10 |
|---|