Sodium triacetoxyborohydride → 1-ethyl-3,3,5-trimethyl-7-{[N-(2-pyridin-3-ylethyl)-N-(pyridin-4-ylmethyl)amino]methyl}-1,5-dihydrobenzo[b][1,4]diazepine-2,4-dione trihydrochloride

1-Ethyl-3,3,5-trimethyl-2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine-7-carbaldehyde(0.92 g) and acetic acid(0.1 ml) were added to a 1,2-dichloroethane solution (15 ml) of (2-pyridine 3-ylethyl)pyridin-4-ylmethylamine(0.81 g), and the mixture was stirred for 30 minutes at room temperature. Sodium triacetoxyborohydride(0.90 g) was added, and the mixture was stirred at room temperature overnight. The reaction mixture was condensed under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate: methanol=100:0→90:10). The purified product was condensed under reduced pressure. A 4N-hydrogen chloride ethyl acetate solution(1.0 ml) was added to an ethyl acetate solution (20 ml) of the residue, and the liquid was stirred at room temperature. The precipitated insoluble matter was separated, washed with ethyl acetate, and dried to give the title compound(0.83 g) as a white solid

1. stirringthe mixture was stirred at room temperature overnight
2. customcondensed under reduced pressure
3. customThe residue was purified by silica gel column chromatography (ethyl acetate: methanol=100:0→90:10)
4. customcondensed under reduced pressure
5. stirringthe liquid was stirred at room temperature
6. customThe precipitated insoluble matter was separated
7. washwashed with ethyl acetate
8. customdried

ORDレコード

ord-b6193cac9a864fa99fb982efac83d08c

出典データセット

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09212187B2