HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → HCID 15949064, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 25223196 | HCID 25223196 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 15949064 | HCID 15949064 | 65.2% |
Reaction Steps
To methyl 4-{3-[5-chloro-1-(diphenylmethyl)-2-(2-{[(2-formylbenzyl)sulfonyl]amino}ethyl)-1H-indol-3-yl]propyl}benzoate (Example 16, Step 5, 58 mg, 0.081 mmol) in DCE (2 mL) at 0° C. were added morpholine (0.0092 mL, 0.105 mmol) and NaBH(OAc)3 (27 mg, 0.13 mmol) and the reaction mixture was allowed to warm to rt overnight. The reaction was quenched with sat. NaHCO3, extracted with EtOAc, and dried over MgSO4. Purification by silica gel chromatography (35% to 50% EtOAc/hexanes) gave the desired product as a white solid (41 mg, 64%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08283373B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-78f8163fd1b441a2ac278ab747b175de |
| Source note | uspto-grants-2012_10 |