HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922260Generated: November 2, 2026
Cesium carbonate → 4-(4-amino-3-methylphenoxy)-N-methylpyridine-2-carboxamide
https://huagongshe.com/reaction/1922260
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Amino-m-cresol | HCID 17819 | — |
| Reactant | 4-Chloro-N-methylpicolinamide | HCID 1476814 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 4-(4-amino-3-methylphenoxy)-N-methylpyridine-2-carboxamide | HCID 23137246 | — |
Reaction Steps
To the solution of 4-amino-m-cresol (125 mg, 1.01 mmol, 1.0 eq) in 1 mL of NMP was added 4-chloro-N-methylpicolinamide (189 mg, 1.11 mmol, 1.1 eq) and cesium carbonate (658 mg, 2.02 mmol, 2.0 eq) at room temperature. The reaction mixture was stirred at 75° C. for 12 hours, thereafter the mixture was diluted with water (ca. 50 mL) and aqueous layer extracted with ethyl acetate (ca. 50 mL×3). Combined organic layers were dried over sodium sulfate, filtered and condensed under reduced pressure to give sufficiently pure crude product which was carried to next step without further purification. LC/MS (m/z) [258.1] (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08173689B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-a591cda3773f4bd2ad26d276ff8c975e |
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| Source note | uspto-grants-2012_05 |
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