HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium triacetoxyborohydride → HCID 68292986, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 68593680 | HCID 68593680 | — |
| Reactant | HCID 86691113 | HCID 86691113 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 68292986 | HCID 68292986 | — |
Reaction Steps
Intermediate A (100 mg, 0.42 mmol), methyl-piperidine-4-carboxylic acid methyl ester hydrochloride (105 mg, 0.54 mmol), and TEA (75 uL, 0.54 mmol) are stirred in dry THF (3 mL) for 10 minutes. Sodium triacetoxyborohydride (176 mg) is added and stirred for 4 h. The mixture is diluted with saturated NaHCO3 and extracted with EtOAc. The organic layer is washed with brine, dried over Na2SO4, filtered, and concentrated. The residue is purified by flash chromatography eluting with a gradient of 0-3% MeOH in DCM to give 1-[(S)-4-(2,3-dihydro-benzo[1,4]dioxin-2-yl)-benzyl]-4-methyl-piperidine-4-carboxylic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08551982B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-e6468d0c4f404ea5a22e427d5e0c102f |
| Source note | uspto-grants-2013_10 |