Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | HCID 178488380 | HCID 178488380 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 178488376 | HCID 178488376 | 46% |
Reaction Steps
A solution of 8-methoxy-4-methyl-2-methylsulfanyl-3,4-dihydro-quinazoline hydroiodide (610 mg, 1.7 mmol) in a mixture of acetonitrile (6 ml) and aqueous ammonia (25%, 1.2 ml) was heated in a sealed tube on a shaker for 48 h at 80° C. The title compound (158 mg, 46%, MS: m/e=192.1 [M+H+]) was isolated from the reaction mixture by preparative, reverse-phase HPLC (YMC CombiPrep C18 column 50×20 mm, solvent gradient 1-99% CH3CN in 0.05% triethylamine (aq) over 5.0 min, λ=230 nm, flow rate 40 ml/min) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07790733B2 |
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| Source dataset | uspto-grants-2010_09 |
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| ORD ID | ord-25539684142d421abd8b4641341751a2 |
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| Source note | uspto-grants-2010_09 |
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