3-Fluoroaniline → DPI-3290

Participants

Reaction Steps

3-Fluoro-N-Methylaniline [NMR (200 MHz, DMSO-d6): δ 2.76 (s, 3H); 3.42 (s, 1H); 6.51-6.92 (m, 3H); 7.28 (dt, J1 =7.3 Hz, J2 =8.0 Hz, 1)], was prepared from 3-fluoroaniline, coupled with 3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-(tert -butyldimethylsilyloxy)benzyl)benzoyl chloride, deprotected and purified by the methods described in Example 10 to give (+)-3-((αR)-α-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)-3-hydroxybenzyl)-N-(3-fluorophenyl)-N-methylbenzamide as a light yellow powder.

Provenance & Evidence