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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1887717Generated: November 1, 2026

Sodium Carbonate → HCID 66958157, compound

https://huagongshe.com/reaction/1887717

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
ReactantHCID 178526490HCID 178526490—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66958157HCID 6695815790%

Reaction Conditions

Temperature120 °C

Reaction Steps

The mixture of 3-bromo-5-nitro-1H-indazole (484.1 mg, 2.0 mmol, 1.0 eq), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (927.7 mg, 1.0 eq), (PPh3)4Pd (0) (462 mg, 0.2 eq), Na2CO3 (2M, 3.0 mL, 3.0 eq) in dioxane (12 mL) was degassed and heated at 120° C. in a microwave-oven synthesizer for 2 h. The mixture was cooled to room temperature and filtered through a celite pad to remove Na2CO3 and catalyst. The celite pad was washed with EtOAc. The solvent was removed and the crude was purified by silica gel chromatography (0%˜20% MeOH/DCM) to obtain the desired product tert-butyl 4-(5-nitro-1H-indazol-3-yl)-5,6-dihydropyridine-1(2H)-carboxylate (618 mg, isolated yield 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501763B2
Source datasetuspto-grants-2013_08
ORD IDord-87dc815199474114b5f77ac445391580
Source noteuspto-grants-2013_08