HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-{1-[5-oxo-4-(tetrahydropyran-4-ylamino)-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-2-yl]-piperidin-4-yl}-benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 25271275 | HCID 25271275 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-{1-[5-oxo-4-(tetrahydropyran-4-ylamino)-6,7-dihydro-5H-5lambda4-thieno[3,2-d]pyrimidin-2-yl]-piperidin-4-yl}-benzoic acid | HCID 58117546 | 60.3% |
Reaction Steps
1.3 g methyl 3-{1-[5-oxo-4-(tetrahydropyran-4-ylamino)-6,7-dihydro-5H-5λ4-thieno[3,2-d]pyrimidin-2-yl]-piperidin-4-yl}-benzoate are placed in 24.6 ml of methanol, then 9.2 ml of a 1 N NaOH solution are added. The reaction mixture is stirred at ambient temperature until there is no further reaction, then combined with a 1 N HCl solution. The methanol is spun off and the precipitated solid is suction filtered. The product is purified by preparative HPLC (method B). 760 mg product are obtained as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08754073B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-4dcaeed60c004b8aa888806d5d7cf4b7 |
| Source note | uspto-grants-2014_06 |