Methyl 2-bromo-4-methylpentanoate → HCID 66875251, compound

Participants

Reaction Steps

In an analogous manner to the stepwise sequence outlined in Intermediate 73, starting from 5-iodo-2H-pyridazin-3-one (Intermediate 18, Step 1) and 2-bromo-4-methyl-pentanoic acid methyl ester (Intermediate 11) afforded 2-(4-iodo-6-oxo-6H-pyridazin-1-yl)-4-methyl-pentanoic acid methyl ester which was reacted in an analogous manner to the reaction outlined in Intermediate 85 to afford 2-(4-iodo-6-oxo-6H-pyridazin-1-yl)-4-methyl-pentanoic acid as a white solid (1.93 g, 91% for the final step); ES+-HRMS m/e calcd for C10H13N2O3I [M+H+] 337.0044, found 337.0043. 1H NMR (400 MHz, DMSO-d6) δ ppm 0.85 (d, J=6.4 Hz, 6H), 1.24-1.42 (m, 1H), 1.82 (ddd, J=14.0, 9.6, 4.3 Hz, 1H), 1.97-2.16 (m, 1H), 5.35 (dd, J=10.9, 4.3 Hz, 1H), 7.65 (d, J=2.0 Hz, 1H), 8.24 (d, J=2.0 Hz, 1H), 13.12 (br. s., 1H).

Provenance & Evidence