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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2039716Generated: October 30, 2026

Potassium Acetate → 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-7-tosyl-7h-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/2039716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium AcetateHCID 517044—
Reactant4,4,5,5-Tetramethyl[1,3,2]dioxaborolaneHCID 2734768—
Reactant5-bromo-7-tosyl-7H-pyrrolo[2,3-d]pyrimidineHCID 69302723—
CatalystPalladium ChlorideHCID 24290—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-7-tosyl-7h-pyrrolo[2,3-d]pyrimidineHCID 69326382—

Reaction Steps

As shown in FIG. 1—step iv, a mixture of compound 1004 (140 mg, 0.40 mmol), 4,4,5,5-tetramethyl-1,3,2-dioxaborolane dimer (121 mg, 0.477 mmol), PdCl2 dppf2 (16 mg, 0.02 mmol) and potassium acetate (117 mg, 1.19 mmol) in 2 mL of DME were microwaved at 150° C. for 10 minutes. The reaction mixture was filtered through a short pad of silica gel with 30% EtOAc-70% hexanes as eluent to provide, after concentration to dryness, 158 mg (98%) of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine, compound 1005: ESMS M+1=317.07.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580802B2
Source datasetuspto-grants-2013_11
ORD IDord-29ce55c2466449108ec3d0a54439b081
Source noteuspto-grants-2013_11