4-Methyl-1-piperazinecarbonyl chloride → HCID 58529677, compound

Participants

Reaction Steps

To a solution of 5-(2-benzyl-2H-indazol-6-yl)-7-pyrrolidin-3-ylpyrrolo[2,1-f][1,2,4]triazin-4-amine (60 mg, 0.147 mmol) in CH2Cl2 (2 mL), the solution made in Step 1 of 4-methylpiperazine-1-carbonyl chloride (62 mg, 0.163 mmol) was added. The reaction mixture was stirred at rt overnight. The reaction was then partitioned between EtOAc (50 mL) and 10% aqueous potassium carbonate. (20 mL). The aqueous layer was extracted with EtOAc (20 mL). The combined organic layers were washed with brine, dried with sodium sulfate and concentrated under vacuum. The residue was triturated with ether to yield 16 mg (20%) of product. 1H NMR (300 MHz, DMSO-d6) δ 8.54 (s, 1 H), 7.91 (s, 1 H), 7.78 (d 1 H), 7.58 (s, 1 H), 7.33 (m, 5 H), 7.13 (d, 1 H), 6.66 (s, 1 H), 5.64 (s, 2 H), 3.90 (m, 1 H), 3.60-3.30 (m, 8 H), 2.50-2.00 (m, 9 H); ES-MS m/z 536.3 [M+H]+, HPLC RT (min) 2.13.

Provenance & Evidence