Diisobutylaluminum hydride → (E)-5-Fluoro-N-(8-(hydroxymethyl)-9-methyl-6,7-dihydro-5H-benzo[7]annulen-2-yl)picolinamide

Participants

Reaction Steps

In a manner similar to the procedure of step 3B, (E)-methyl 2-(5-fluoropicolinamido)-9-methyl-6,7-dihydro-5H-benzo[7]annulene-8-carboxylate from step 43A was reduced with DIBAL to afford the titled compound of Step 43B. LCMS (M+H)+=327.2. 1H NMR (500 HMz, chloroform-d) δ 9.79 (s, 1H), 8.44 (d, J=2.7 Hz, 1H), 8.35-8.31 (m, 1H), 7.65 (d, J=2.3 Hz, 1H), 7.61-7.56 (m, 1H), 7.54 (dd, J=8.1, 2.3 Hz, 1H), 7.17 (d, J=8.1 Hz, 1H), 4.38 (s, 2H), 2.53 (t, J=7.0 Hz, 2H), 2.13 (s, 3H), 2.09 (quin, J=7.1 Hz, 2H), 2.02-1.95 (m, 3H).

Provenance & Evidence