HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl 3-(6-{[1-(4-methoxyphenyl)-2-methylene-1-phenylbut-3-enyl]amino}hexanoyl)pyrrolo[4,5-e]indoline-7-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,3,5,6-Tetrafluorophenyl 6-{[(4-methoxyphenyl)diphenylmethyl]amino}hexanoate | HCID 18408168 | — |
| Reactant | Methyl pyrrolo[4,5-e]indoline-7-carboxylate | HCID 66717311 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 3-(6-{[1-(4-methoxyphenyl)-2-methylene-1-phenylbut-3-enyl]amino}hexanoyl)pyrrolo[4,5-e]indoline-7-carboxylate | HCID 86588457 | 80.3% |
Reaction Steps
A solution of 7 (0.6 g, 1.1 mmol) was combined with 0.24 g (1.2 mmol) methyl pyrrolo[4,5-e]indoline-7-carboxylate (Boger et al, supra) and 0.1 ml triethylamine in 5 ml of anhydrous CH2Cl2. The mixture was kept at room temperature for 15 h and concentrated under vacuum. The resultant solid, which was the desired product, was washed with 50% ethyl acetate/50%hexane to remove unreacted starting materials and 2,3,5,6-tetrafluorophenol. Drying under vacuum afforded 0.51 g (77%) of the title compound as a pale-yellow, crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06472153B1 |
| Source dataset | uspto-grants-2002_10 |
| ORD ID | ord-3714c72eedbd4e59a604fb04bfdfd282 |
| Source note | uspto-grants-2002_10 |