Triethylamine → HCID 86619162, compound

Participants

Reaction Steps

(±)-trans-6,11-dihydro-11-[1-[2-(phenylmethyl)-4-piperidinyl]-4-piperidinylidene]-5H-imidazo[2,1-b][3]benzazepine (0.00023 mol) was added to 1H-indole-5-carboxylic acid (±0.080 g) and 1H-benzotriazole-1-ol (0.060 g) in CH2Cl2 (3 ml). The mixture was stirred and cooled on an ice-bath, under N2 flow. Triethylamine (0.5 ml) was added dropwise. A solution of (CH3)2—N—(CH2)3—N═N—CH2—CH3 (0.080 g) in CH2Cl2 (5 ml) was added dropwise and the reaction mixture was allowed to warm to RT, under N2. The reaction mixture was stirred overnight. The solvent was evaporated and the residue was purified by HPLC (eluent gradient: (0.5% ammoniumacetate in H2O)/CH3OH/C3CN 70/15/15 upgrading over 0/50/50 to 0/0/100). The desired fractions were collected and the solvent was evaporated, yielding 0.040 g of (±)-trans-N-(2,6-dimethylphenyl)-4-[2-(phenylmethyl)-4-piperidinyl]-1-piperazineacetamide (comp. 81).

Provenance & Evidence