Triethylamine → N-[4-[(6,7-Dihydro-5H-pyrrolo[1,2-a][1,5]benzodiazepin-5-yl)carbonyl]3-chlorophenyl]3-fluoro-2-methylbenzamide

To a mixture of 0.10 g of 6,7-dihydro-5-(4-amino-2-chlorobenzoyl)-5H-pyrrolo-[1,2-a][1,5]benzodiazepine and 0.06 g of triethylamine in 6 ml of dichloromethane is added 0.08 g of 3-fluoro-2-methylbenzoyl chloride in 0.5 ml of dichloromethane. The mixture is stirred for 2 hours at room temperature and then 2 ml of 1N NaOH added. The volatiles are evaporated under vacuum and the residue dissolved in 2 ml of tetrahydrofuran and 1 ml of methanol. The mixture is stirred for 2 hours and evaporated and the residue diluted with 2 ml of 1N NaOH and 5 ml of water. The mixture is extracted with ethyl acetate (15 ml) and the extract washed with brine and dried (Na2SO4). The solvent is removed and the residue triturated with diethyl ether-hexane to give 0.15 g of white solid: Mass Spectrum (CI)474(M+H, Cl35); 476(M+H, Cl37).

1. customThe volatiles are evaporated under vacuum
2. dissolutionthe residue dissolved in 2 ml of tetrahydrofuran
3. stirringThe mixture is stirred for 2 hours
4. customevaporated
5. additionthe residue diluted with 2 ml of 1N NaOH and 5 ml of water
6. extractionThe mixture is extracted with ethyl acetate (15 ml)
7. washthe extract washed with brine
8. dry with materialdried (Na2SO4)
9. customThe solvent is removed
10. customthe residue triturated with diethyl ether-hexane

ORDレコード

ord-1289dde5b568473f9eea06c2240041b6

出典データセット

uspto-grants-1999_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05889001