HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 86685983, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | HCID 86685981 | HCID 86685981 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86685983 | HCID 86685983 | 82.3% |
Reaction Steps
NaH (38 mg, 1.5 mmol) was added to a solution of 6-chloro-2-(5-hydroxy-pyridin-3-yl)-3,4-dihydro-2H-isoquinolin-1-one (288 mg, 1.0 mmol, example 252) in dry DMF (5 mL) at 0° C. After stirred at RT for 10 minutes, bromo-acetic acid tert-butyl ester (234 mg, 1.2 mmol) was added and the reaction mixture was stirred at RT for 1 hour before it was poured into ice-water and extracted with EtOAc (2×10 mL). The combined organic layers were dried over anhy. Na2SO4, filtered and concentrated in vacuo to give a crude product (320 mg, 82%) as a solid MS: 389.8 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133158B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-84bb1156b57742ae8588adb0d8b0f635 |
| Source note | uspto-grants-2015_09 |