HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 1-(6-Carbamoylpyridin-3-yl)pyrrolidin-3-yl 4-nitrophenyl carbonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | 5-(3-Hydroxypyrrolidin-1-yl)picolinamide | HCID 86730061 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | 1-(6-Carbamoylpyridin-3-yl)pyrrolidin-3-yl 4-nitrophenyl carbonate | HCID 86730062 | 56% |
Reaction Steps
To a solution of 5-(3-hydroxypyrrolidin-1-yl)picolinamide (1 g, 4.83 mmol) and 4-nitrophenyl carbonochloridate (1.46 g, 8.3 mmol) in pyridine (30 mL) was added DIPEA (1.25 g, 11 mmol) and the resulting mixture was stirred at rt for 3 days. The precipitate was collected by filtration and the cake was washed with DCM (20 mL) to give the desired compound (1.0 g, 56%) as a pale yellow solid. [LCMS: RtA=1.48 min, m/z 373.2 [M+H]+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09216182B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-5024367d6098498f9139e44ffa2c0ef3 |
| Source note | uspto-grants-2015_12 |