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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850697Generated: October 29, 2026

Sodium Carbonate → HCID 90412392, compound

https://huagongshe.com/reaction/1850697

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Pyridinylboronic acidHCID 2734378—
Reactant4-Bromo-3-methyl-1,2-thiazol-5-amineHCID 17749931—
CatalystPalladium--triphenylphosphane (1/1)HCID 15220664—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90412392HCID 90412392—

Reaction Steps

3-pyridylboronic acid (127.3 mg, 1.036 mmol), 4-bromo-3-methyl-isothiazol-5-amine (100 mg, 0.518 mmol), Na2CO3 (777 μL of 2 M, 1.554 mmol), palladium triphenylphosphane (29.93 mg, 0.0259 mmol) in dioxane (6 mL) was heated at 110° C. in a microwave for 30 min. The mixture was concentrated in vacuo and the residue was loaded on a SCX column, washed with DCM/MeOH mixtures before the product was eluted with a 2M solution of ammonia in MeOH. The eluent was concentrated in vacuo to yield 3-methyl-4-(pyridin-3-yl)isothiazol-5-amine as a pale yellow oil that was used in next step without further purification. MS (ES+) 192.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957078B2
Source datasetuspto-grants-2015_02
ORD IDord-ab29717418f64c319e2b921eef2c45cc
Source noteuspto-grants-2015_02