HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → 6-tert-butyl 2-methyl 7,8-dihydropyrrolo[3,2-e]indole-2,6(3H)-dicarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Methyl 3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carboxylate | HCID 15480266 | — |
| Reactant | HBr ethyl acetate | HCID 18941315 | — |
| Reactant | methyl 2-azido-3-(1H-indol-4-yl)acrylate | HCID 72253810 | — |
| Reactant | HCID 178496869 | HCID 178496869 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-tert-butyl 2-methyl 7,8-dihydropyrrolo[3,2-e]indole-2,6(3H)-dicarboxylate | HCID 15114773 | 47.6% |
Reaction Steps
210 mg (0.63 mMol) of 2 was treated with an HBr-ethyl acetate solution for 30 minutes. The solvent was evaporated and the resulting salt 3 was dried under high vacuum. The 0.63 mmol of 3 prepared above was reacted with 210 mg (0.69 mMol) of 4 in 10 mL of DMF in the presence of 133 mg (0.69 mMol) of EDC for 2 hours. The solvent was evaporated and the crude purified over silica. To give 160 mg of 5 (47.6% yield). M+1=518
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08664407B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-bdce2da070bc44b8afb4249b0e4374c9 |
| Source note | uspto-grants-2014_03 |