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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 3-(3-Chloro-4-fluorophenyl)thieno[3,2-c]pyridin-4-amine | HCID 11403217 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 7-Bromo-3-(3-chloro-4-fluorophenyl)thieno[3,2-c]pyridin-4-amine | HCID 11302787 | 108.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07592352B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-709fc161c5c34a469ff8d5a27bb03ff3 |
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| Source note | uspto-grants-2009_09 |
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