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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573542Generated: October 31, 2026

Diphenyl Ether → 3-Bromo-2,6-dimethylthieno[2,3-b]pyridin-4-amine

https://huagongshe.com/reaction/573542

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenyl EtherHCID 7583—
Reactant4-Amino-3-bromo-2,6-dimethylthieno[2,3-b]pyridine-5-carboxylic acidHCID 68324045—
Product3-Bromo-2,6-dimethylthieno[2,3-b]pyridin-4-amineHCID 68323862109.4%

Reaction Conditions

Temperature200 °C

Reaction Steps

To 4-amino-3-bromo-2,6-dimethylthieno[2,3-b]pyridine-5-carboxylic acid (1.95 g, 6.47 mmol) (Description 7) was added diphenyl ether (15 mL, 94 mmol) and the mixture heated at 200° C. for 4 h. This crude mixture was cooled and combined with material (1 g) from a similar reaction. Purification by chromatography on silica gel, eluting with a gradient of 0-50% ethyl acetate in cyclohexane afforded the title compound (1.82 g). LCMS (A) m/z: 257/259 [M+1]+, Rt 0.67 min (acidic).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029545B2
Source datasetuspto-grants-2015_05
ORD IDord-e87d9b752a294b5e971f5d6f252f6952
Source noteuspto-grants-2015_05