Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl formate | HCID 8025 | — |
| Reactant | HCID 59164454 | HCID 59164454 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59164533 | HCID 59164533 | 73% |
Reaction Steps
A suspension of N-(6-aminomethyl-2,4-dioxo-7-trifluoromethyl-1,4-dihydro-2H-quinazolin-3-yl)-methanesulfonamide (400 mg, 1.14 mmol) in ethyl formate (27.4 mL, 340.7 mmol) and THF (25 mL) was stirred at 60° C. for 16 h. Subsequently the solvent was evaporated and the residue dried in vacuo for 2 h. The crude product was purified by flash-master chromatography (DCM 100-90/MeOH 0-10, %-gradients) to yield N-(6-formylaminomethyl-2,4-dioxo-7-trifluoromethyl-1,4-dihydro-2H-quinazolin-3-yl)-methanesulfonamide (316 mg, 0.831 mmol, 73%) as a light-yellow solid. 1H-NMR (DMSO-d6, 400 MHz) 3.17 ppm (s, 3H, SO2—CH3); LC-MS rt=2.32 min; MS: m/z 380.9 [M+H]+ Column: SunFireC18, 4.6*50 nm, 3.5 um; Positive MS Water/Acetonitrile 95:5 to 5:95 in 5 min, Flow: 1.5 mL/min
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08513268B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-d3a05e2d8dab454daf7648273150f7c5 |
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| Source note | uspto-grants-2013_08 |
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