HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 4-chloro-2-(1-(6-(2,2,3,3-tetrafluoropropoxy)pyridin-3-yl)ethyl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methyl 3-(bromomethyl)-2-chloropyridine-4-carboxylate | HCID 72213786 | — |
| Reactant | 1-(6-(2,2,3,3-Tetrafluoropropoxy)pyridin-3-yl)ethanamine hydrochloride | HCID 87426615 | — |
| Product | 4-chloro-2-(1-(6-(2,2,3,3-tetrafluoropropoxy)pyridin-3-yl)ethyl)-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one | HCID 89874999 | 60% |
Reaction Steps
The title compound is prepared in 60% yield (137 mg, pale yellow oil) from methyl 3-(bromomethyl)-2-chloroisonicotinate (175 mg, 0.53 mmol) and 1-(6-(2,2,3,3-tetrafluoropropoxy)pyridin-3-yl)ethanamine hydrochloride (164 mg, 0.57 mmol, Amine-6, single enantiomer), and sodium bicarbonate (240 mg, 2.3 mmol) as a base in a similar manner to Step-2 of Intermediate-1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187475B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-6d31444d1b1041ff964dc4833960af75 |
| Source note | uspto-grants-2015_11 |