HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 58565369, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | HCID 58565345 | HCID 58565345 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58565369 | HCID 58565369 | 56% |
Reaction Steps
To a mixture of 3-cyano-1-(3-fluorophenyl)-N-methoxy-N-methyl-1H-indole-2-carboxamide (90 mg, 0.28 mmol) in tetrahydrofuran (3 mL) was added 3.0 M methylmagnesium bromide in ether (0.93 mL, 2.8 mmol). The reaction was stirred at room temperature overnight. The reaction was quenched with saturated NH4Cl solution and extracted with EtOAc. The combined organic layers were dried over MgSO4, concentrated, and purified on silica gel (eluting with 0-15% EtOAc/hexane) to give the desired product (43 mg, 56%). LCMS calculated for C17H12FN2O(M+H)+: m/z=279.1. Found: 279.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09062055B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-676ad632593e494f9961602bb47841a1 |
| Source note | uspto-grants-2015_06 |