HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formamide → HCID 178422246, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formamide | HCID 713 | — |
| Reactant | Ethyl 2-Amino-5-methylthiophene-3-carboxylate | HCID 4062885 | — |
| Product | HCID 178422246 | HCID 178422246 | 25% |
Reaction Steps
Into a 25-mL round-bottom flask placed ethyl 2-amino-5-methylthiophene-3-carboxylate (500 mg, 2.70 mmol, 1.00 equiv) in 10 mL of formamide was stirred for 8 h at 180° C. in an oil bath. After completion of the reaction, the reaction mixture was cooled down to room temperature and then quenched with water/ice, extracted with 3×50 mL of ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified on a silica gel column with ethyl acetate/petroleum ether (2:1) to provide the resulted 6-methylthieno[2,3-d]pyrimidin-4-ol (114 mg, 25%) as a yellow solid. MS (ES, m/z): 167 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09340554B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-930bafd7c22541e49b7e9d609d7c21c1 |
| Source note | uspto-grants-2016_05 |