HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955002Generated: October 31, 2026
Pyridine → 8-[2-(4-Chlorobutyrylamino)-6-methylbenzylamino]-2,3-dimethylimidazo[1,2-a]pyridine
https://huagongshe.com/reaction/1955002
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Chlorobutyryl chloride | HCID 78370 | — |
| Reactant | Potassium Bicarbonate | HCID 516893 | — |
| Reactant | 8-(2-Amino-6-methylbenzylamino)-2,3-dimethylimidazo[1,2-a]pyridine | HCID 10989626 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 8-[2-(4-Chlorobutyrylamino)-6-methylbenzylamino]-2,3-dimethylimidazo[1,2-a]pyridine | HCID 23294165 | 86.1% |
Reaction Steps
0.88 ml (7.85 mmol) of 4-chlorobutyryl chloride is added dropwise at 0-5° C. with stirring to a solution of 2.2 g (7.85 mmol) of 8-(2-amino-6-methylbenzylamino)-2,3-dimethylimidazo[1,2-a]pyridine and 0.63 ml (7.85 mmol) of pyridine in 30 ml of dichloromethane and the mixture is stirred for a further 2 h at 0-20° C. It is treated with water and potassium hydrogen carbonate to pH 7, the mixture is extracted with shaking, and the organic layer is dried with magnesium sulfate and concentrated in vacuo. The residue is recrystallized from toluene and petroleum ether (50/70° C.). 2.6 g (86%) of the title compound are obtained. M.p. 138-140° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06124313 |
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| Source dataset | uspto-grants-2000_09 |
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| ORD ID | ord-a7a7bf1430f74ce68ea4d7fb3651938b |
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| Source note | uspto-grants-2000_09 |
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