HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Bromo-6-[4-((R)-3-dimethylamino-pyrrolidin-1-yl)-phenyl]-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Bromo-3-(2-chloro-ethyl)-thiophene-2-carboxylic acid [4-((R)-3-dimethylamino-pyrrolidin-1-yl)-phenyl]-amide | HCID 86635106 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Bromo-6-[4-((R)-3-dimethylamino-pyrrolidin-1-yl)-phenyl]-5,6-dihydro-4H-thieno[2,3-c]pyridin-7-one | HCID 68991205 | — |
Reaction Steps
NaH (60% in oil; 175.4 mg) was added in small portions to a solution of 5-Bromo-3-(2-chloro-ethyl)-thiophene-2-carboxylic acid [4-((R)-3-dimethylamino-pyrrolidin-1-yl)-phenyl]-amide (612.2 mg) in THF (3.1 mL) at 0° C. The mixture was warmed to room temperature and stirred over night. Water and ethyl acetate was added to the mixture. The aqueous phase was extracted with ethyl acetate three times. The combined organic phases were dried over sodium sulfate and the solvent was removed in vacuum. In this way the product was obtained with molecular weight 420.37 (C19H22BrN3OS); MS (ESI): 420, 422 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822495B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-50728025cb1a459aadf29e0453dcba3f |
| Source note | uspto-grants-2014_09 |