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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1068901Generated: October 27, 2026

Acetic Acid → 4-(3-Chloro-phenylamino)-3-[4-(2-methyl-tetrazol-5-yl)-benzylamino]-1H-pyrazolo[3,4-d]pyrimidine

https://huagongshe.com/reaction/1068901

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant4-(2-Methyl-2H-tetrazol-5-yl)-benzaldehydeHCID 10487848—
ReactantHCID 178509242HCID 178509242—
SolventDMEU methanolHCID 131722711—
Product4-(3-Chloro-phenylamino)-3-[4-(2-methyl-tetrazol-5-yl)-benzylamino]-1H-pyrazolo[3,4-d]pyrimidineHCID 21190586—

Reaction Steps

Analogously to Example 34, 261 mg (1.00 mmol) of 3amino-4-(3-chlorophenylamino)-1H-pyrazolo[3,4-d]pyrimidine (see Step 1.6), 282 mg (1.5 mmol) of 4-(2-methyl-2H-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 and then reacted with two 440 mg (7 mmol) portions of NaCNBH3. 4-(3-Chloro-phenylamino)-3-[4-(2-methyl-tetrazol-5-yl)-benzylamino]-1H-pyrazolo[3,4-d]pyrimidine is obtained; m.p. 232-235° C.; HPLC: tRet(grad20-100/20)=11.4; FAB-MS: (M+H)+=433.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06251911B1
Source datasetuspto-grants-2001_06
ORD IDord-6480c275849340019f8a92ccec322d08
Source noteuspto-grants-2001_06