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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1894191Generated: October 27, 2026

6-(4-Fluoro-phenyl)-3-iodo-pyrazolo[1,5-a]pyridine → HCID 24962177, compound

https://huagongshe.com/reaction/1894191

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(4-Fluoro-phenyl)-3-iodo-pyrazolo[1,5-a]pyridineHCID 59277805—
ReactantN-[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1,3,4-thiadiazol-2-amineHCID 59277811—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 24962177HCID 249621778.8%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 6-(4-fluoro-phenyl)-3-iodo-pyrazolo[1,5-a]pyridine (150 mg, 0.44 mmol), 3-([1,3,4]thiadiazol-2-ylamino)-phenyl boronic acid pinacol ester (190 mg, 0.62 mmol) and PdCl2ddpf (32 mg, 0.04 mmol) in DME (1.5 ml) and 2N Na2CO3 (aq, 1.5 ml) in a microwave vial was deoxygenated by bubbling N2 through for 30 seconds. The vial was sealed and then stirred and heated at 150° C. in the microwave for 30 minutes. After cooling to RT the mixture was partitioned between CH2Cl2/H2O. The organic layer was evaporated and the residue was purified by preparative HPLC to give the title compound (15 mg, solid).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08513276B2
Source datasetuspto-grants-2013_08
ORD IDord-f3f71754fefd4862ae5ca24bfecd57f4
Source noteuspto-grants-2013_08