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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516117Generated: October 30, 2026

Sodium Carbonate → HCID 86654745, compound

https://huagongshe.com/reaction/516117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
ReactantHCID 86654743HCID 86654743—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 86654745HCID 8665474518%

Reaction Conditions

Temperature160 °C

Reaction Steps

In a sealed tube, a mixture of tert-butyl (1S,2R)-2-(4-chloro-2-(2,4-dimethoxybenzyl)-7-fluoro-1,1-dimethyl-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate (30 mg, 0.052 mmol), Na2CO3 aq (2M, 0.065 mL, 0.130 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (12.98 mg, 0.062 mmol), bis(triphenylphosphine)palladium chloride (3.65 mg, 5.20 μmol), and DMF (1 mL) was heated at 160° C. for 0.5 h in a microwave oven. The reaction mixture was then heated at 160° C. for an additional 4 h in a microwave oven and was subsequently purified by preparative HPLC to give the title compound as a light yellow solid (5 mg, 18%). [M+H] calc'd for C28H35FN6O3, 524; found 524.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108970B2
Source datasetuspto-grants-2015_08
ORD IDord-b4250687bd404c28a2818d1a94757030
Source noteuspto-grants-2015_08