HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 89874579, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 67508778 | HCID 67508778 | — |
| Reactant | HCID 89875540 | HCID 89875540 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 89874579 | HCID 89874579 | 34% |
Reaction Steps
A mixture of 4-chloro-6-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-1-one (91 mg, 0.50 mmol, Step-1), 5-(chloromethyl)-3-methyl-2-(2,2,2-trifluoroethoxy)pyridine (119 mg, 0.50 mmol, Step-3 in Amine-3) and sodium hydride (40 mg, 0.99 mmol) in DMA (1.7 mL) is stirred for 1 hour at rt. The reaction mixture is poured into water and extracted with EtOAc. The organic layer is dried over sodium sulfate. After filtration, the filtrate and volatiles are removed. The residue is purified by column chromatography on silica gel eluting with n-hexane/EtOAc (2:1) to give 65 mg (34% yield) of the title compound as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09187475B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-d248fbbcd07942f59477e60e3fe2fc1f |
| Source note | uspto-grants-2015_11 |