HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 68751446, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 68751986 | HCID 68751986 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 68751446 | HCID 68751446 | 55.5% |
Reaction Steps
Sodium triacetoxyborohydride (71 mg, 0.33 mmol) was added to a solution of 6-{5-[(1-methyl-piperidin-4-ylamino)-methyl]-furan-3-yl}-3-trityl-3H-benzooxazol-2-one (95 mg, 0.17 mmol) and 4-fluorobenzaldehyde (21 mg, 0.2 mmol) and acetic acid (20 mg, 0.33 mmol) in 1.5 mL of 1,2-dichloroethane. The mixture was stirred at ambient temperature for 20 h, and then it was diluted with chloroform and washed with saturated sodium carbonate solution. The aqueous phase was extracted with chloroform, and the combined organic phases were washed with water and brine, dried over magnesium sulfate, filtered and concentrated to leave the crude product. Chromatography (elution with dichloromethane/methanol) gave 64 mg of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625889B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-e6d8ab56ad7844d68ce9aeb10f05ac91 |
| Source note | uspto-grants-2009_12 |