Hydrochloric Acid → HCID 178478147, compound

Participants

Reaction Steps

Under a nitrogen atmosphere, 261 mg (1.00 mmol) of 3-amino-4-(3-chlorophenylamino)-1 H-pyrazolo[3,4-d]pyrimidine (see Step 1.6), 261 mg (1.5 mmol) of 4-(tetrazol-5-yl)-benzaldehyde and 180 mg of acetic acid are stirred in 39 ml of DMEU/methanol (1:2) at RT for 1 hour. Then 440 mg (7 mmol) of NaCNBH3 are added and the reaction mixture is heated to boiling. After 15 hours a further 440 mg of NaCNBH3 are added and the reaction mixture is again stirred at boiling temperature for 15 hours, then poured into 0.6 liter of a 1 aqueous K2B4O7.4H2O solution and stirred overnight to complete the reaction. The mixture is acidified to pH 3.9 with 2N HCl and the product that precipitates is filtered off and washed with water. Heating in 20 ml of ethanol and filtration yield 4-(3chloro-phenylamino)-3-[4-(tetrazol-5-yl)-benzylamino]-1H-pyrazolo-[3,4-d]pyrimidine; HPLC:tRet(grad20-100/20)=9.8; MS: (M)+=418.

Provenance & Evidence