Acetic Acid → HCID 178448766, compound

Participants

Reaction Steps

Analogously to Example 32, 521 mg (2.00 mmol) of 3-amino-4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine (see Step 1.6) and 343 μl of acetic acid are dissolved in 50 ml of methanol and reacted with 691 mg (3.0 mmol) of 2-(2-tert-butyl-tetrazol-5-yl)-benzaldehyde to form 4-(3-chloro-phenylamino)-3-[(2-(2-tert-butyl-tetrazol-5-yl)-phenyl}-methyleneamino]-1H-pyrazolo[3,4-d]pyrimidine. Reduction of the above intermediate in 30 ml of DMEU with 16 ml (16 mmol) of DIBAL-H and analogous working-up yield 4-(3-chloro-phenylamino)-3-[2-(2-tert-butyl-tetrazol-5-yl)-benzylamino]-1H-pyrazolo[3,4d]pyrimidine; TLC: Rf=0.64 (CHCl3/methanol/H2O/acetic acid=85:13:1.5:0.5); HPLC: tRet(grad20-100)=10.3.

Provenance & Evidence