Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 3-(Trifluoromethoxy)benzaldehyde | HCID 605139 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 71204683 | HCID 71204683 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71204759 | HCID 71204759 | 65.9% |
Reaction Steps
A mixture of methyl 4-((S)-1-((R)-piperidine-2-carboxamido)ethyl)benzoate (D12) (50 mg, 0.17 mmol) and 3-(trifluoromethoxy)benzaldehyde (0.025 ml, 0.20 mmol), NaBH(OAc)3 (109 mg, 0.52 mmol) and catalytic CH3COOH in DCM (12 ml) was heated at 100° C. (2 cycles of 5 min each) under microwave irradiation. The resulting mixture was purified by SPE-Si (2 g) eluting with a mixture DCM/AcOEt from 100/0 to 80/20. Collected fractions after solvent evaporation afforded the title compound (D25) (52 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09120824B2 |
|---|
| Source dataset | uspto-grants-2015_09 |
|---|
| ORD ID | ord-8740a871a3f646b490fa738019975bd1 |
|---|
| Source note | uspto-grants-2015_09 |
|---|