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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 734312Generated: October 30, 2026

Ethyl Acetate → 7-Bromo-3-(3-chloro-4-fluorophenyl)thieno[3,2-c]pyridin-4-amine

https://huagongshe.com/reaction/734312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium SulfiteHCID 24437—
ReactantN-bromobutanimideHCID 67184—
Reactant3-(3-Chloro-4-fluorophenyl)thieno[3,2-c]pyridin-4-amineHCID 11403217—
SolventTetrahydrofuranHCID 8028—
Product7-Bromo-3-(3-chloro-4-fluorophenyl)thieno[3,2-c]pyridin-4-amineHCID 11302787108.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To the solution of 4-amino-3-(3-chloro-4-fluoro-phenyl)thieno[3,2-c]pyridine (240 mg, 0.86 mmol) in 10 ml of THF cooled at 0° C. was added NBS (153 mg, 0.86 mmol) and the reaction mixture was stirred for 1 hour at 0° C. The resultant mixture was poured into 10% Na2SO3 and ethyl acetate, the organic phase was collected, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by chromatography on a silica gel column to afford the titled compound (333 mg). 1H NMR (400 MHz, DMSO-d6) ppm 7.97 (s, 1H), 7.73 (dd, J=2.1, 7.2 Hz, 1H), 7.69 (s, 1H), 7.55 (dd, J=8.8 Hz, 1H), 7.48 (ddd, J=2.2, 4.7, 8.4 Hz, 1H), 5.66 (s, 2H). MS: m/z 357, 359, 361 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592352B2
Source datasetuspto-grants-2009_09
ORD IDord-709fc161c5c34a469ff8d5a27bb03ff3
Source noteuspto-grants-2009_09