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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181824Generated: November 3, 2026

Picolyl chloride hydrochloride → 2-(1-benzothien-3-ylmethyl)-7-isobutyl-3-(1-methyl-1H-pyrrol-2-yl)-5-(pyridin-2-ylmethyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

https://huagongshe.com/reaction/1181824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPicolyl chloride hydrochlorideHCID 23392—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant2-(1-benzothien-3-ylmethyl)-7-isobutyl-3-(1-methyl-1H-pyrrol-2-yl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dioneHCID 69427155—
SolventDimethyl SulfoxideHCID 679—
Product2-(1-benzothien-3-ylmethyl)-7-isobutyl-3-(1-methyl-1H-pyrrol-2-yl)-5-(pyridin-2-ylmethyl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dioneHCID 58981110—

Reaction Conditions

Temperature80 °C

Reaction Steps

2-(1-benzothien-3-ylmethyl)-7-isobutyl-3-(1-methyl-1H-pyrrol-2-yl)-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione was dissolved in anhydrous dimethylsulfoxide and 1,8-diazabicyclo[5.4.0]undec-7-ene was added. 2-picolyl chloride hydrochloride was added and the mixture was heated at 80° C. for 18 h. The crude reaction product was purified by semi-prep RPHPLC eluting with water/acetonitrile/trifluoroacetic acid mixtures. 525 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07285558B2
Source datasetuspto-grants-2007_10
ORD IDord-4ff36ad55c3042099a6f4b7643667292
Source noteuspto-grants-2007_10