Diisopropylethylamine → HCID 178520680, compound

Participants

Reaction Steps

Add 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.168 g; 1.5 equiv; 0.88 mmoles) and diisopropylethylamine (0.41 mL; 4 equiv; 2.34 mmoles) to a solution of 4-(2H-triazol-4-yloxy)butanoic acid (0.1 g; 1.0 equiv; 0.58 mmoles) and N-(2,3-dihydro-1H-inden-2-yl)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-amine dihydrochloride hydrate (0.201 g; 1.0 equiv; 0.58 mmoles), and N,N-dimethyl-4-pyridinamine, (0.014 g; 0.2 equiv; 0.12 mmoles) in dichloromethane (5.8 mL). Stir the reaction for 2 hours then load the reaction mixture directly onto a silica gel column. Purify by column chromatography (10% (2 N ammonia in methanol)/ethyl acetate) to afford 1-[2-(2,3-dihydro-1H-inden-2-ylamino)-5,7-dihydro-6H-pyrrolo[3,4-d]pyrimidin-6-yl]-4-(1H-1,2,3-triazol-5-yloxy)butan-1-one (0.104 g; 44%) as a white solid: MS (m/z): 406(M+1).

Provenance & Evidence