HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 25059694, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 25059693 | HCID 25059693 | — |
| Reactant | HCID 178418689 | HCID 178418689 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 25059694 | HCID 25059694 | 24% |
Reaction Steps
To the solution of 1-amino-6-fluoro-isoquinoline-4-carbonitrile (3 g, 1 eq) in toluene (100 mL) is added 3M MeMgBr in ether (53 mL, 10 eq) at 0° C., then the mixture is stirred at RT for 2 h, then refluxed overnight. The reaction is cooled down and acidified by 2 N HCl aq. to pH˜3, then neutralized by Sat'd NaHCO3 aq (300 mL), extracted by dichloromethane (3×150 mL). The organic layer is dried over Na2SO4, filtered, concentrated to give product 1-(1-amino-6-fluoro-isoquinolin-4-yl)-ethanone (0.8 g, 24%). LC/MS m/z=205 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678803B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-f3e576355bd54c5ba2b311aa5cc510b9 |
| Source note | uspto-grants-2010_03 |