Isopropyl chloroformate → HCID 118079663, compound

Participants

Reaction Steps

(S)-4-isopropyl 1-methyl 6-(1-cyclopropyl-1H-pyrazol-4-yl)-2-methyl-2,3-dihydroquinoxaline-1,4-dicarboxylate was prepared from 2-methyl-3,4-dihydroquinoxalin-1(2H)-yl)-2,2,2-trifluoroethanone following the procedure outlined above for (S)-4-cyclopentyl 1-methyl 6-(1-cyclopropyl-1H-pyrazol-4-yl)-2-methyl-2,3-dihydroquinoxaline-1,4-dicarboxylate and substituting isopropyl chloroformate (1.0 M solution in toluene) in Step 1. The desired product was obtained as an off-white solid (0.065 g, 79%). 1H NMR (300 MHz, DMSO-d6) δ ppm 0.90-1.03 (m, 2 H), 1.07 (br d, J=6.16 Hz, 5 H), 1.26 (dd, J=5.86, 2.93 Hz, 6 H), 3.60-3.83 (m, 6 H), 4.49-4.71 (m, 1 H), 4.93 (dt, J=12.46, 6.08 Hz, 1 H), 7.28 (br d, J=7.04 Hz, 1 H), 7.65-7.87 (m, 3 H), 8.14 (s, 1 H). MS (ESI, pos. ion) m/z 399 [M+1]+.

Provenance & Evidence