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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1602238Generated: October 25, 2026

Acetic Acid → 4-(3-Chloro-phenylamino)-3-(2,3,4-trimethoxybenzylamino)-1H-pyrazolo[3,4-d]pyrimidine

https://huagongshe.com/reaction/1602238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant2,3,4-TrimethoxybenzaldehydeHCID 75006—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 178509242HCID 178509242—
SolventMethanolHCID 887—
Solvent1,3-Dimethyl-2-imidazolidinoneHCID 6661—
Product4-(3-Chloro-phenylamino)-3-(2,3,4-trimethoxybenzylamino)-1H-pyrazolo[3,4-d]pyrimidineHCID 19610586—

Reaction Steps

Analogously to Example 21, 1.00 mmol of 3-amino-4-(3-chloro-phenylamino)-1H-pyrazolo[3,4-d]pyrimidine in 26 ml of methanol, 13 ml of DMEU and 3.0 mmol of acetic acid are first reacted with 2,3,4-trimethoxy-benzaldehyde and then reduced with 7.00 mmol of NaCNBH3 (5-7 days). 4-(3-Chloro-phenylamino)-3-(2,3,4-trimethoxybenzylamino)-1H-pyrazolo[3,4-d]pyrimidine is obtained; m.p. 168-169° C.; HPLC: TRet (Grad5-40)=20.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05981533
Source datasetuspto-grants-1999_11
ORD IDord-3ea61af868d246909f1ddc7625908db2
Source noteuspto-grants-1999_11