HuagongsheHuagongshe Chemistry Print Report · For research reference only
benzyl 2,4-bis(benzyloxy)-6-(2-((tert-butoxycarbonyl)amino)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-7-yl)-5-methylnicotinate → benzyl 6-(2-amino-2,3-dihydro-1H-pyrrolo[1,2-a]indol-7-yl)-2,4-bis(benzyloxy)-5-methylnicotinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | benzyl 2,4-bis(benzyloxy)-6-(2-((tert-butoxycarbonyl)amino)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-7-yl)-5-methylnicotinate | HCID 71284342 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | benzyl 6-(2-amino-2,3-dihydro-1H-pyrrolo[1,2-a]indol-7-yl)-2,4-bis(benzyloxy)-5-methylnicotinate | HCID 71284437 | 65.6% |
Reaction Steps
The intermediate from Step 3 (65 mg, 0.09 mmol) was dissolved in trifluoroacetic acid (1 mL). After 1 min of stirring at room temperature, the mixture was partitioned in CH2Cl2 and aqueous 1 M K2CO3. The organic layer was removed, concentrated and chromatographed on silica gel (0-8% MeOH in CH2Cl2) to provide the product as a white powder (36 mg, 64%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09409905B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-1b58216a6a804c4d811369cd57b244bc |
| Source note | uspto-grants-2016_08 |