HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573653Generated: October 25, 2026
1-Methylimidazole → HCID 68324141, compound
https://huagongshe.com/reaction/573653
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Methylimidazole | HCID 1390 | — |
| Reactant | N-(2-bromo-3,6-dimethylthieno[2,3-b]pyridin-4-yl)-3-chlorobenzenesulfonamide | HCID 68324042 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178511492 | HCID 178511492 | — |
| Product | HCID 68324141 | HCID 68324141 | 28.6% |
Reaction Steps
To a solution of N-(2-bromo-3,6-dimethylthieno[2,3-b]pyridin-4-yl)-3-chlorobenzenesulfonamide (Example 77) (100 mg, 0.232 mmol) in 1-methylimidazole (1.5 mL, 18.82 mmol) was added potassium ferrocyanide (17.06 mg, 0.046 mmol) and copper(I) iodide (4.41 mg, 0.023 mmol) and the reaction stirred at 160° C. for 16 h. The reaction mixture was then cooled to RT before directly purifying on silica, eluting with a gradient of 0-20% 2M NH3 in MeOH in DCM. Further purification by MDAP (acidic conditions), afforded the title compound (25.1 mg). LCMS (A) m/z: 378 [M+1]+, Rt 1.10 min (acidic).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09029545B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-e4988729f42840f685b9e5eedf45bc35 |
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| Source note | uspto-grants-2015_05 |
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