HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 178420045, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 86631786 | HCID 86631786 | — |
| Reactant | HCID 178478559 | HCID 178478559 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178420045 | HCID 178420045 | — |
Reaction Steps
To a solution of 0.120 g (0.402 mM) of 4-(3-phenylimidazo[1,2-a]pyridin-2-yl)benzaldehyde in 5 mL of THF is added triethylamine (2 eq). The reaction mixture is stirred for 5 minutes. To this solution is added 4-[5-(thiophen-2-yl)-1H-1,2,4-triazol-3-yl]piperidine dihydrochloride (Intermediate I) (1.5 eq) followed by acetic acid (2.5 eq). The reaction mixture is stirred for 10 minutes. To this mixture is added NaBH(OAc)3 (6 eq) over a period of 40 minutes. The reaction mixture is stirred overnight. The reaction mixture is quenched with methanol and concentrated. The residue obtained is taken up in chloroform and washed with water, dried and concentrated. The crude is purified on a flash column chromatography to obtain the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09387204B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-a3a6b4ebf3134f0a8576ac90738940f8 |
| Source note | uspto-grants-2016_07 |