HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tert-Butylamine → HCID 58124808, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tert-Butylamine | HCID 6385 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 2-Formyl-5,6-dihydro-8-methoxy-9-(1-methylethoxy)-1-(2-thienyl)pyrrolo[2,1-a]isoquinoline-3-carboxylic acid | HCID 58124929 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58124808 | HCID 58124808 | 91.3% |
Reaction Steps
To a solution of 500 mg of 15d and 110 mg of tert-butyl amine in 20 ml of methanol and 5 ml of THF was added 140 mg of sodium cyanoborohydride and 90 mg of acetic acid. The mixture was stirred for 3 hr at RT, then 140 mg of sodium cycanoborohydride was added additionally and stirring was prolonged for 16 h. The reaction mixture was concentrated in vacuo and the residue was purified by chromatography over silica gel, using a gradient of dichloromethane and methanol, to provide 520 mg of 15e; MS-ESI: [M+1] 469.23.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08431564B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-1b70ab62271543dfa083d884b986e523 |
| Source note | uspto-grants-2013_04 |