HuagongsheHuagongshe Chemistry Print Report · For research reference only
alpha-Bromo-o-fluorotoluene → 6-bromo-2-(2-fluorobenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | alpha-Bromo-o-fluorotoluene | HCID 67968 | — |
| Reactant | 2-((1,1-Dimethylethyl)imino)-N,N-diethylhexahydro-1,3-dimethyl-2lambda5-1,3,2-diazaphosphorin-2-amine | HCID 3513851 | — |
| Reactant | 6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester | HCID 69157382 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-bromo-2-(2-fluorobenzyl)-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester | HCID 69156372 | 15.6% |
Reaction Steps
6-Bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid methyl ester (54 mg), 2-fluorobenzylbromide (34 mg) and 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine resin (2.2 mmol/g, 110 mg) were suspended in dimethylformamide (2 ml), and the suspension was shaken at room temperature for 15 hr. using a shaking machine. After filtration, the solvent was evaporated under reduced pressure, and the obtained residue was purified by preparative HPLC to give the title compound (11 mg, 15%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07402595B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-2ab4fa83562545edb854bf8d82b1d26e |
| Source note | uspto-grants-2008_07 |