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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573581Generated: October 31, 2026

Diphenyl Ether → HCID 68323880, compound

https://huagongshe.com/reaction/573581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenyl EtherHCID 7583—
Reactant4-Amino-2-bromo-3,6-dimethylthieno[2,3-b]pyridine-5-carboxylic acidHCID 68323796—
SolventMethanolHCID 887—
ProductHCID 68323880HCID 6832388056.9%

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of 4-amino-2-bromo-3,6-dimethylthieno[2,3-b]pyridine-5-carboxylic acid (Description 61) (720 mg, 2.391 mmol) and diphenyl ether (3.80 mL, 23.91 mmol) was heated to 200° C. for 48 h. The mixture was then cooled to RT, taken-up in MeOH (10 mL) and purified on silica, eluting with a gradient of 0-20% 2M NH3 in MeOH in DCM. Further purification by SCX, eluting with 0-100% 2M NH3 in MeOH in MeOH afforded the title compound (350 mg). LCMS (A) m/z: 257/259 [M+1]+, Rt 1.10 min (basic).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029545B2
Source datasetuspto-grants-2015_05
ORD IDord-25fd4de62105405f91918a7591a99e0f
Source noteuspto-grants-2015_05