HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 6-(Tert-butoxycarbonyl)-3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Allyl Alcohol | HCID 7858 | — |
| Reactant | 4-Methylpiperazine-1-carbonyl chloride monohydrochloride | HCID 3016934 | — |
| Reactant | 6-tert-butyl 2-methyl 7,8-dihydropyrrolo[3,2-e]indole-2,6(3H)-dicarboxylate | HCID 15114773 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-(Tert-butoxycarbonyl)-3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carboxylic acid | HCID 13995332 | 85.8% |
Reaction Steps
40 mg (0.27 mMol) of 5 was reacted overnight with 160 mg (0.81 mMol) of commercially available 4-methylpiperazine carbonylchloride hydrochloride in 17 mL of DCM with 1.7 mL of allylalcohol and 214 μL pyridine. The aolvent was evaporated and the crude compound was purified over silica with 5% MeOH/DCM as eluent to give 70 mg (40% yield) of 6. M+1=645.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08664407B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-87e0ad6a712b4831a94f6b4f5ab16e82 |
| Source note | uspto-grants-2014_03 |