Diisopropylethylamine → HCID 58709958, compound

Participants

Reaction Steps

The reaction mixture derived from the preparation of {4-[4-(benzothiazol-6-ylamino)-7H-pyrrolo[2,3-d]pyrimidin-6-yl]-3,6-dihydro-2H-pyridin-1-yl}-piperazin-1-ylmethanone (EXAMPLE 154) was reacted with (bromomethyl)cyclobutane (90 mg, 5 eq.) in the presence of DIPEA at 60° C. for 72 h before the mixture was purified by HPLC, giving the title compound as yellow powder. 1H NMR (400 MHz, DMSO-d6): δ=11.78 (s, 1H), 9.52 (s, 1H), 9.16 (s, 1H), 8.84 (d, 1H, J=2.0 Hz), 8.26 (s, 1H), 8.14 (s, 1H), 7.97 (d, 1H, J=8.9 Hz), 7.91 (s, 1H), 7.80 (dd, 1H, J=2.0 Hz & 8.9 Hz), 6.82 (d, 1H, J=1.7 Hz), 6.57 (br s, 1H), 3.94 (s, 2H), 3.46 (m, 4H), 3.36 (m, 4H), 3.18 (m, 4H), 2.54 (br s, 2H), 2.46 (m, 1H), 2.34 (m, 3H), 2.03 (m, 1H), 1.84 (m, 1H), 1.65 (m, 1H). LC/MS: m/z 529.17 (15) [MH+], tR=1.94 (ZQ2000, polar—5 min).

Provenance & Evidence