HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178475918, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 178520003 | HCID 178520003 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | HCID 178475918 | HCID 178475918 | 75% |
Reaction Steps
The 2-hydroxymethyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-ol (4.5 g, 0.019 mol) in 10 ml of acetic anhydride was treated with triethylamine (3.8 g, 0.038 mol) at 0° C., and the mixture was stirred at room temperature for 2 h. The reaction mixture was poured into water and the resulting solid was filtered, washed with water & hexanes, and dried to provide acetic acid 4-hydroxy-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-2-ylmethyl ester (4 g, 75%) as yellow solid. 1H NMR (400 MHz, CDCl3): δ 1.74-1.90 (m, 4H), 2.21 (s, 3H), 2.70-2.80 (m, 2H), 2.95-3.02 (m, 2H), 5.07 (s, 2H), 10.52 (brs, 1H); LC-MS: [M+H]=279.1 m/z.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09399647B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-63e8fea755744d9989ec5a501518d17e |
| Source note | uspto-grants-2016_07 |