1-Hydroxybenzotriazole → HCID 10113609, compound

Participants

Reaction Steps

HATU (65 mg, 0.17 mmol) was added to a solution of {3′-[(cyclopropylcarbonyl)amino]-6′-methyl-biphen-4-yl}carboxylic acid (50 mg, 0.17 mmol) in DMF (1 ml). After 5 minutes HOBT (23 mg, 0.17 mmol), 2-aminomethyl-5-(dimethylaminomethyl)furan oxalic acid salt (68 mg, 0.204 mmol) and DIPEA (0.087 ml, 0.51 mmol) were added and the reaction mixture stirred at room temperature under nitrogen for 18 hours. The DMF was removed in vacuo and the residue partitioned between DCM (10 ml) and aqueous sodium carbonate (1 M, 10 ml). The organic phase wwas reduced to dryness under vacuum and purified by SPE cartridge (Si, 10 g) eluting in turn with DCM, ether, ethyl acetate, acetonitrile, acetone and ethanol to give the N3-cyclopropyl-N4′-({5-[(dimethylamino)methyl]-2-furyl}methyl)-6-methyl-1,1′-biphenyl-3,4′-dicarboxamide (35 mg, 0.081 mmol).

Provenance & Evidence