Sodium hydride → HCID 21865550, compound

Participants

Reaction Steps

To solution of 2-(8-{3-[(4-Methanesulfonyl-phenylamino)-methyl]-phenyl}-quinolin-6-yl)-2-methyl-propionitrile from EXAMPLE 36 (Step 1) (1.0 eq) in DMF (0.2M) was added NaH (60% dispersion in oil; 4.0 eq). The resulting mixture was stirred for 10 min then 4-fluorobenzyl bromide (3.0 eq) was added. The mixture was stirred for 12 h, poured in saturated aqueous NH4Cl and extracted with EtOAc (2×). The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated. Flash chromatography (Hex:EtOAc; 4:1) afforded the desired compound as a foam.

Provenance & Evidence