HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → methyl 14-cyclohexyl-7-[(2-pyrrolidin-1-ylethyl)amino]-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1-Pyrrolidineethanamine | HCID 1344 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | methyl 14-cyclohexyl-7-oxo-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate | HCID 50994368 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | methyl 14-cyclohexyl-7-[(2-pyrrolidin-1-ylethyl)amino]-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate | HCID 68507210 | — |
Reaction Steps
To a solution of methyl 14-cyclohexyl-7-oxo-7,8-dihydro-6H-indolo[1,2-e][1,5]benzoxazocine-11-carboxylate (prepared as described in Example 9, Step 4) in 1,2-dichloroethane (0.11 M), was added 1.3 eq of (2-pyrrolidin-1-ylethyl)amine and 1.5 eq of HOAc, followed by 1.5 eq. of solid sodium triacetoxyborohydride. Sat. aq. NaHCO3 and CH2Cl2 were added after 2 h. The organic phase was separated, washed with brine, dried over Na2SO4, filtered and concentrated in vacuo giving the crude product, which was used without further purification; MS (ES+) m/z 502 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795247B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-e81659ab56e44bd1856bfaddc750e21c |
| Source note | uspto-grants-2010_09 |