4-Bromobenzylamine → N-(4-Bromobenzyl)-5-((5-methylpyridin-2-yl)methoxy)-2-nitroaniline

A mixture of 2-((3-fluoro-4-nitrophenoxy)methyl)-5-methylpyridine (2.0 g, 7.6 mmol), 4-bromobenzyl amine (1.6 g, 8.4 mmol), DIPEA (2.63 mL, 15.3 mmol) and acetonitrile (25.4 mL) were sealed in a reaction vessel and heated to 60° Celsius for 24 h. The mixture was cooled to RT, transferred to a round bottomed flask and concentrated to dryness. The crude mixture was heated to 70° Celsius in a minimum amount of i-PrOH until homogeneous and cooled to RT. The resulting mixture was filtered to collect the yellow solids which were dried to afford the title compound (2.82 g, 86%). MS (ESI): mass calcd. for C20H18BrN3O3, 427.053; m/z found, 428.0 [M+H]+.

1. customwere sealed in a reaction vessel
2. temperatureThe mixture was cooled to RT
3. customtransferred to a round bottomed flask
4. concentrationconcentrated to dryness
5. temperatureThe crude mixture was heated to 70° Celsius in a minimum amount of i-PrOH until homogeneous and
6. temperaturecooled to RT
7. filtrationThe resulting mixture was filtered
8. customto collect the yellow solids which
9. customwere dried

ORDレコード

ord-df2136fbe5e94163b4505c6e468f9afd

出典データセット

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09089569B2