Dimethyl Sulfoxide → HCID 57900435, compound

https://huagongshe.com/reaction/2079056

Participants

Role	Name	HCID	Charge
Reactant	Dimethyl Sulfoxide	HCID 679	—
Reactant	Hydrogen Peroxide	HCID 784	—
Reactant	Water	HCID 962	—
Reactant	Potassium Carbonate	HCID 11430	—
Reactant	Sodium Bisulfite	HCID 23665763	—
Reactant	4-(2-cyano-6,7-dihydropyrido[3,2-b]thieno[2,3-d]oxepin-9-yl)-5-(2,4-difluorophenyl)-2H-1,2,3-triazole	HCID 57900187	—
Product	HCID 57900435	HCID 57900435	27%

Reaction Conditions

Temperature	0 °C

Reaction Steps

To a solution of 367 (70.0 mg, 0.172 mmol) in dimethyl sulfoxide (0.439 mL, 6.18 mmol) and treated with a solution of potassium carbonate (65.5 mg, 0.474 mmol) in water (0.433 mL, 24.0 mmol). After cooling at 0° C., hydrogen peroxide (0.540 mL, 7.04 mmol) was added slowly. The reaction was complete by LCMS at 15 min. Saturated sodium bisulfite (0.894 g, 8.59 mmol) was added and the reaction mixture extracted into ethyl acetate. The organics were washed with brine, dried over sodium sulfate and concentrated to give crude C which was submitted to reverse-phase HPLC to give 379 (27% yield). MS: (ESI+)=426.1

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07928248B2
Source dataset	uspto-grants-2011_04
ORD ID	ord-b04a04f284fe4e23b81a1ea0f638f8b2
Source note	uspto-grants-2011_04