Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1037528Generated: October 30, 2026

Dichloromethane → HCID 67776540, compound

https://huagongshe.com/reaction/1037528

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantPotassium cyclopropyltrifluoroborateHCID 23697338—
ReactantHCID 67776686HCID 67776686—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 67776540HCID 6777654074.5%

Reaction Steps

A degassed suspension of 5-bromo-2-[6-(4-fluorophenoxy)pyridin-3-yl]-N-methyl-6-nitro-2H-indazole-3-carboxamide (10 mg, 0.021 mmol), potassium phosphate (35 mg, 0.16 mmol), potassium cyclopropyltrifluoroborate (19 mg, 0.13 mmol) and Pd(dppf)Cl2.CH2Cl2 (3 mg, 0.004 mmol) in toluene (1 mL) and water (0.1 mL) was heated under microwave irradiation at 110° C. for 1 h. The reaction mixture was diluted with EtOAc (3 mL), washed with water (1 mL) and brine (1 mL), then dried (MgSO4) and concentrated to dryness. The residue was purified by flash column chromatography eluting with MeOH/DCM (0-10%) to give 5-cyclopropyl-2-[6-(4-fluorophenoxy)pyridin-3-yl]-N-methyl-6-nitro-2H-indazole-3-carboxamide as a tan solid (7 mg, 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546389B2
Source datasetuspto-grants-2013_10
ORD IDord-6270310100214bf0a530b3b9e917620d
Source noteuspto-grants-2013_10