HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727359Generated: October 26, 2026
Acetyl chloride → N-[5-(2-Acetylamino-4-pyridyl)-4-(4-methoxyphenyl)-1,3-thiazol-2-YL]acetamide
https://huagongshe.com/reaction/1727359
Participants
| Role | Name | HCID | Charge |
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| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-[2-Amino-4-(4-methoxyphenyl)-1,3-thiazol-5-yl]-2-pyridylamine | HCID 9966038 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | N-[5-(2-Acetylamino-4-pyridyl)-4-(4-methoxyphenyl)-1,3-thiazol-2-YL]acetamide | HCID 53432164 | 58% |
Reaction Steps
To a solution of 4-[2-amino-4-(4-methoxyphenyl)-1,3-thiazol-5-yl]-2-pyridylamine (0.40 g, 1.4 mmol) and 4-dimethylaminopyridine (0.055 g, 0.45 mmol) in N,N-dimethylacetamide (10 mL) was added acetyl chloride (0.3 mL, 4.2 mmol), and the mixture was stirred for 14 hours at 70° C. An aqueous sodium hydrogen carbonate solution was poured into the reaction mixture, and extracted with ethyl acetate. The extracts were washed with brine, then, dried and concentrated. The crude crystal was recrystallized from ethanol to obtain a title compound (0.30 g, yield 58%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07495018B2 |
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| Source dataset | uspto-grants-2009_02 |
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| ORD ID | ord-bfd3eac912c047cb81685582468560e3 |
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| Source note | uspto-grants-2009_02 |
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