HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-bromo-3-(3-(tert-butyldimethylsilyloxy)propyl)-1,5-dimethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione → 6-bromo-3-(3-hydroxypropyl)-1,5-dimethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-bromo-3-(3-(tert-butyldimethylsilyloxy)propyl)-1,5-dimethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione | HCID 131737210 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-bromo-3-(3-hydroxypropyl)-1,5-dimethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione | HCID 118863123 | 116.2% |
Reaction Steps
6-bromo-3-(3-(tert-butyldimethylsilyloxy)propyl)-1,5-dimethylthieno[2,3-d]pyrimidine-2,4 (1H,3H)-dione (2.4 g, 4.39 mmol) was dissolved in aq. 6N HCl (15 mL) and MeOH (15 mL). The reaction was stirred at RT for 30 min then diluted with DCM (20 mL) and washed with water (2×20 mL). The organic layer was dried over Na2SO4 and concentrated to give 6-bromo-3-(3-hydroxypropyl)-1,5-dimethylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (1.7 g, 95.5% yield) as a white solid. LCMS: MH+ 334 and TR=1.049 min. Used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447114B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-04f1b8fc4ccb41eca716a0ff302ab220 |
| Source note | uspto-grants-2016_09 |