HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 73504720, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 118364860 | HCID 118364860 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 73504720 | HCID 73504720 | 42.2% |
Reaction Steps
(S)-4-(2-(2-((6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)morpholino)pyrimidin-5-yl)benzaldehyde 40 mg (0.08 mmol) was dissolved in methylene chloride 3 ml, and morpholine 14 μl (0.17 mmol), acetic acid 5.7 μl (0.09 mmol), and NaBH(OAc)3 26.5 mg (0.12 mmol) were added and then charged with nitrogen, followed by stirring at room temperature for 18 hours. After the reaction, the reaction mixture was cooled and adjusted to pH 8 with K2CO3(aq.), followed by extraction with MC and water, and the organic layer was dried over MgSO4. Column chromatography (methylene chloride:methanol=20:1) gave a product 18.7 mg (41%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403831B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-2e63519c0a5347879da070d54f4484df |
| Source note | uspto-grants-2016_08 |