HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-[3,3-bis(methyloxy)propyl]-5-(2-methyl-1,3-thiazol-4-yl)-2,4(1H,3H)-pyrimidinedione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromopropionaldehyde dimethylacetal | HCID 118932 | — |
| Reactant | 5-(2-methyl-1,3-thiazol-4-yl)-2,4(1H,3H)-pyrimidinedione hydrochloride | HCID 67519693 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-[3,3-bis(methyloxy)propyl]-5-(2-methyl-1,3-thiazol-4-yl)-2,4(1H,3H)-pyrimidinedione | HCID 59448346 | 16.9% |
Reaction Steps
5-(2-methyl-1,3-thiazol-4-yl)-2,4(1H,3H)-pyrimidinedione hydrochloride (Prep20, 287 mg, 1.110 mmol) was dissolved in N,N-Dimethylformamide (DMF) (4 ml). K2CO3(460 mg, 3.33 mmol) were added and the reaction mixture stirred at room temperature for 1 h. 3-bromo-1,1-bis(methyloxy)propane (0.185 ml, 1.221 mmol) was added. The obtained mixture was then stirred at room temperature. After 4 days it was diluted with water, neutralized with HCl, and extracted by EtOAc. The organic phase was washed with water (3 times), brine, dried over Na2SO4, filtered and the solvent evaporated. The obtained crude was purified by preparative LC-MS. 58.5 mg of the title compound were isolated as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178549B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-c9aa1040da954c10aa125963e6c702bb |
| Source note | uspto-grants-2012_05 |