HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 68753682, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | Isoindoline | HCID 422478 | — |
| Reactant | tert-butyl 5-amino-2,3-dihydro-1H-isoindole-2-carboxylate | HCID 22591361 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68753682 | HCID 68753682 | — |
Reaction Steps
In a 250 mL round bottom flask was mixed at room temperature triphosgene (234 mg, 0.790 mmol) in anhydrous dichloromethane (25 mL). To this solution was added dropwise over 15 minutes, a slurry of tert-butyl 5-aminoisoindoline-2-carboxylate (500 mg, 2.134 mmol) and diisopropylethylamine (0.410 ml, 2.347 mmol) in anhydrous dichloromethane (20 mL). The mixture was stirred overnight at room temperature. A solution of isoindoline (0.242 ml, 2.134 mmol) and diisopropylethylamine (0.410 ml, 2.347 mmol) in anhydrous dichloromethane (20 mL) was added in one portion. The reaction stirred overnight at room temperature. The solvent was removed and the residue was purified by normal phase flash chromatography to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09302989B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-731444c619934fe19b46e31c3adffc1a |
| Source note | uspto-grants-2016_04 |