Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576900Generated: October 30, 2026

Sodium Carbonate → HCID 89561194, compound

https://huagongshe.com/reaction/576900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 2758015—
ReactantHCID 71512056HCID 71512056—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventAcetonitrileHCID 6342—
ProductHCID 89561194HCID 8956119449.1%

Reaction Conditions

Temperature130 °C

Reaction Steps

2-Chloro-5-iodo-N-methylpyridin-4-amine (Intermediate I-8) (30 mg, 0.112 mmol), tetrakis(triphenylphosphine) palladium (0) (6.5 mg, 5.59 μmol) and 0.5 M aqueous sodium carbonate solution (290 μL, 0.145 mmol) were added to 2-cyclopropyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61 μL, 0.335 mmol) in MeCN. The mixture was heated at 130° C. in a microwave reactor for 1 hour. The mixture was concentrated in vacuo. Preparative thin layer chromatography, eluting with 1% NH3, 6% MeOH in CH2Cl2, gave 2-chloro-5-cyclopropyl-N-methylpyridin-4-amine (10 mg, 0.055 mmol, 49% yield) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09040540B2
Source datasetuspto-grants-2015_05
ORD IDord-6bf31ded007b46249bf0e492735a8b86
Source noteuspto-grants-2015_05