HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 66679210, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Oxobutanoic acid | HCID 1112 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | (S)-1-cyclopropyl-3-(4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea | HCID 46894114 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66679210 | HCID 66679210 | 4% |
Reaction Steps
To a solution of (S)-1-cyclopropyl-3-(4-(4-(3-methylmorpholino)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-yl)phenyl)urea (Example 3) as a HCl salt (100 mg, 0.23 mmol) and triethyamine (64 μL, 0.46 mmol) in DCE (3 mL, anhydrous), and DMF 0.5 mL, anhydrous) was added 4-oxobutanoic acid (45 μL, 0.46 mmol). Reaction mixture was stirred at room temperature for 30 mins. To this sodium triacetoxyborohydride (97 mg, 0.46 mmol) was added. The reaction mixture was stirred at room temperature until analysis by LCMS indicated reaction was complete. Solvent was then removed in vacuo. Purified by prep. HPLC (high pH) to afford a white solid (4.2 mg, 0.008 mmol, 4%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785457B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-38d061e81e9f45f888769203897a3df5 |
| Source note | uspto-grants-2014_07 |