Mesna → 3-(methylthio)-1H-pyrazolo[3,4-c]pyridine

Participants

Role	Name	HCID	Charge
Reactant	Mesna	HCID 23662354	—
Reactant	HCID 178506573	HCID 178506573	—
Catalyst	Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)	HCID 24350	—
Solvent	Dimethyl Sulfoxide	HCID 679	—
Product	3-(methylthio)-1H-pyrazolo[3,4-c]pyridine	HCID 89924296	50%

Reaction Conditions

Temperature	150 °C

Reaction Steps

To a solution of 3-iodo-1H-pyrazolo[3,4-c]pyridine 3 (9.5 g, 38.8 mmol) in DMSO (20 mL) was added aq. MeSNa (wt. 20%, 40 mL, 116 mmol), followed by CuI (270 mg, 1.94 mmol). The mixture was degassed and refilled with nitrogen. The reaction was heated at 150° C. overnight. After cooled to RT, the volatiles were removed and the residue was purified by column (PE/EtOAc=2/1 to 1/1) to give 3-(methylthio)-1H-pyrazolo[3,4-c]pyridine (3.2 g, yield: 50%) as a yellow solid. MS obsd. (ESI+) [(M+H)+] 166.0.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09206191B2
Source dataset	uspto-grants-2015_12
ORD ID	ord-96a99c84e591466a9f8f22c80bb62121
Source note	uspto-grants-2015_12