HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 57845321, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 4-Methylpiperidine | HCID 69381 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 86076940 | HCID 86076940 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57845321 | HCID 57845321 | — |
Reaction Steps
74 mg (0.35 mmol) of sodium triacetoxyborohydride and 41 μL (0.73 mmol) of HOAc were added to a solution of 100 mg (0.288 mmol) of 3-{5-[5-(4-chlorophenyl)pyridin-2-ylethynyl]pyridin-2-yl}propionaldehyde and 34 μL (0.288 mmol) of 4-methylpiperidine in 6 mL of THF and the mixture was stirred for 16 hours at RT. Saturated aqueous sodium bicarbonate solution was added and the aqueous phase was extracted with EtOAc. The combined organic extracts were dried over magnesium sulfate and evaporated down in vacuo. Yield: 44 mg (35% of theoretical); C27H28ClN3 (M=429.984); calc.: molpeak (M+H)+: 430/432 (Cl); found: molpeak (M+H)+: 430/432 (Cl); HPLC-MS: 7.65 minutes (method A).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592358B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-d742059491aa4de982b7fd66b55b4808 |
| Source note | uspto-grants-2009_09 |