1-Hydroxybenzotriazole → HCID 23598704, compound

Participants

Reaction Steps

A catalytic amount of Pd(Ph3P)4 is added to a solution of (2-ethoxy-5-oxo-furan-3-yl)-carbamic acid allyl ester (100 mg, 0.43 mmol) and N,N-dimethylbarbituric acid (135 mg, 0.86 mmol) in CH2Cl2 (5 mL). The solution is stirred at room temperature for 15 minutes then {6-(benzoylamino-methyl)-3-[(isoquinoline-1-carbonyl)-amino]-2-oxo-2,3,4,7-tetrahydro-azepin-1-yl}-acetic acid, 31, prepared in the previous step, is dissolved in CH2Cl2/DMF (2 mL of 1:1) and added. HOBt (54 mg, 0.40 mmol) and EDCl (77 mg, 0.40 mmol) are added and the solution stirred for 5 hours after which time it is diluted with EtOAc, washed with saturated NaHCO3 and brine, dried (Na2SO4), and concentrated in vacuo. The resulting residue is purified over silica (EtOAc/hexane) to afford the desired product.

Provenance & Evidence