Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | HCID 10309435 | HCID 10309435 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 69217825 | HCID 69217825 | 42% |
Reaction Steps
The title compound was prepared from 5-cyano-2-(4-fluorophenyl)-1-[4-(methylthio)phenyl)-4-(methylthio)-6-oxo-1,6-dihydropyrimidine (1 g, 2.6 mmol, prepared according to the procedure disclosed in example 2) in ethanol (10 ml) with methylamine (0.16 g, 5 mmol) was refluxed for 2 hr. Then the reaction mass poured on to ice and the resulted solid filtered, washed thoroughly with water. The solid thus obtained was purified by column chromatography using ethyl acetate and hexane mixture as eluent to yield title compound (0.4 g, yield 42%, mp 219-222° C. purity 95.3% by HPLC). 1H-NMR (CDCl3):δ 2.45 (s, 3H), 3.17-3.18 (d, 3H), 6.0 (s, 1H, NH, D2O exchangeable), 6.91-6.99 (m, 4H), 7.14-7.16 (d, 2H), 7.31-7.34 (m, 2H). IR (KBr) cm−1: 3279, 2981, 2931, 2208, 1736, 1651, 1604 (—C═O). MS m/z: 367.1 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07365069B2 |
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| Source dataset | uspto-grants-2008_04 |
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| ORD ID | ord-0c8349e90cc04464a9730fee71468428 |
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| Source note | uspto-grants-2008_04 |
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