Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosphate | HCID 1061 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 46926862 | HCID 46926862 | — |
| Reactant | Di-Tert-Butyl Iodomethyl Phosphate | HCID 58196853 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86666693 | HCID 86666693 | — |
Reaction Steps
The title compound was prepared according to the general procedure as described in method A for the preparation of phosphate derivatives by coupling reaction of 2-(6-Ethyl-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-5-yl)-N-{4-[3-fluoro-4-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}acetamide (1.00 g, 1.901 mmol) with freshly prepared intermediate 2 (1.33 g, 3.802 mmol) in presence of sodium hydride (60% dispersion in mineral oil, 115 mg, 2.0851 mmol) in dry DMF (10 ml) to yield 1.15 g of pure product a pale yellow solid. 1H NMR (300 MHz, CDCl3): δ 1.20-1.38 (m, 3H), 1.50 (s, 18H), 2.81 (q, J=7.8 Hz, 2H), 3.32 (s, 3H), 3.53 (s, 3H), 4.40 (s, 2H), 6.47 (d, J=7.2 Hz, 2H), 7.21-7.33 (m, 1H), 7.59-7.81 (m, 3H); ESI (m/z): 748.71 (M)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08592398B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-1e142edcb0304cf995bf4d15b41eae23 |
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| Source note | uspto-grants-2013_11 |
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