Diisopropylethylamine → HCID 67541940, compound

Participants

Reaction Steps

N,N,N′,N′-Tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (0.030 g, 0.078 mmol) was added to a solution of 2-[3-(1-aminoethyl)phenoxy]-5-chlorobenzonitrile HCl salt (0.045 g) and 2-amino-4-(4-methylpiperazin-1-yl)quinazoline-7-carboxylic acid (0.015 g, 0.052 mmol) in N,N-dimethylformamide (1.0 mL) with N,N-diisopropylethylamine (0.027 mL, 0.16 mmol) at r.t. The reaction was stirred for 1 h. The product was purified without workup by RH-HPLC (pH=2) to give the desired product (0.005 g, 20%) as a white amorphous solid TFA salt. 1H NMR (400 MHz, DMSO): δ: 9.23 (d, 1H), 8.10 (d, 1H), 8.05 (d, 1H), 7.90 (d, 1H), 7.78 (d, 1H), 7.70, (dd, 1H), 7.43 (m, 1H), 7.30 (d, 1H), 7.21 (m, 1H), 7.04 (dd, 1H), 6.94 (d, 1H), 5.20 (m 1H), 4.58 (m, 2H), 4.10 (m, 2H), 3.70 (m, 2H), 3.05 (m, 2H), 2.83 (s, 3H), 1.49 (d, 3H). Analytical LCMS (M+H)+: m/z=542.0.

Provenance & Evidence