HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2035520Generated: October 31, 2026
Dichloromethane → 4-(Benzylamino)-6-{[4-(morpholinomethyl)phenyl]amino}pyridine-3-carboxyamide
https://huagongshe.com/reaction/2035520
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 4-(Morpholinomethyl)aniline | HCID 776851 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 4-Benzylamino-6-chloropyridine-3-carboxyamide | HCID 131730930 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-(Benzylamino)-6-{[4-(morpholinomethyl)phenyl]amino}pyridine-3-carboxyamide | HCID 131730989 | 28.8% |
Reaction Steps
20 mg of 4-(benzylamino)-6-chloropyridine-3-carboxyamide (the compound of Example 1), 3.1 mg of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium (II).methylene chloride adduct, 6.3 mg of 1,1′-bis (diphenylphosphino)ferrocene and 7.3 mg of sodium tert-butoxide were added to 1 mL of 1,4-dioxane, to which 18 mg of 4-(morpholinomethyl)aniline was added in an argon atmosphere, and stirred at 100° C. for 3 hours. The solvent was evaporated, and the residue was purified by silica gel thin layer chromatography (chloroform:ammonia methanol=10:1) to obtain 9 mg (28%) of the title compound as a light yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08575153B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-237041ba17ff4022b5a95bb656322f87 |
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| Source note | uspto-grants-2013_11 |
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