Methanol → HCID 86607819, compound

Participants

Reaction Steps

A solution of benzothiazol-5-yl-[6-(1,2,3,6-tetrahydropyridin-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]amine trihydrochloride (23 mg, 0.050 mmol) and N,N-diisopropylethylamine (0.07 mL, 0.402 mmol) in DMF (2 mL) was stirred at rt for 30 min. tert-Butyl isocyanate (0.012 mL, 0.0 mmol) was added dropwise through a syringe. The resulting mixture was stirred for 1.5 h at rt. MeOH (0.5 mL) was added to quench the reaction. The whole mixture was filtered and purified by HPLC to afford the desired product. 1H-NMR (DMSO-d6, 400 MHz): δ=1.28 (s, 9H), 2.48 (m, 2H), 3.53 (m, 2H), 4.01 (m, 2H), 5.79 (s, 1H), 6.43 (s, br, 1H), 6.84 (s, 1H), 7.92 (d, J=8.4 Hz, 1H), 8.08 (d, J=8.8 Hz, 1H), 8.35 (d, J=1.2 Hz, 1H), 8.88 (s, 1H), 9.37 (d, J=1.2 Hz, 1H), 9.56 (s, 1H), 11.99 (s, 1H). MS (ES+): m/z 448.08 [MH+]. HPLC: tR=2.60 min (ZQ2000, polar—5 min).

Provenance & Evidence