1-Hydroxybenzotriazole → HCID 136348817, compound

Participants

Reaction Steps

A mixture of the product of Description 1 (105 mg, 0.33 mmol), 1-hydroxybenzotriazole (68 mg, 0.5 mmol) and N-cyclohexylcarbodiimide-N′-methyl polystyrene (500 mg, 0.66 mmol, resin loading 1.32 mmol/g) in DMF (2 ml) was stirred at room temperature for 30 minutes. A solution of 2-morpholin-4-yl-ethylamine (43 mg, 0.33 mmol) in dichloromethane (0.5 ml) was added and the mixture stirred at room temperature for 24 hours. The mixture was filtered through an SCX cation exchange resin column eluting with methanol followed by 10% 0.880 ammonia solution in methanol to elute the product. Following concentration, the residue was purified by silica gel chromatography eluting with a 1:9:90 mixture of 0.880 ammonia solution: methanol:chloroform gave the title compound (65 mg, 46%) as a yellow solid; MS(AP+) m/e 432 [M+H]+.

Provenance & Evidence