Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | 2-Chloropyrimidin-5-amine | HCID 12215993 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59578607 | HCID 59578607 | 99.1% |
Reaction Steps
5-amino-2-chloro pyrimidine (260 mg, 2 mmol) was dissolved in DCM (5 ml), TEA (0.557 ml, 4 mmol) was added and the reaction mixture was stirred at 0° C. for 15 min. Acetyl chloride (0.213 ml, 3 mmol) was added dropwise at 0° C. and the reaction mixture was stirred for 45 min. The reaction was quenched with an aqueous saturated solution of NaHCO3. The phases were separated and the aqueous phase was basified by adding solid K2CO3 while the pH was allowed to reach ˜9-10 and extracted with dichloromethane. Combined organic phases were dried over Na2SO4 and evaporated in vacuo to afford N-(2-chloropyrimidin-5-yl)acetamide (340 mg) as a crude product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09422252B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-cb2b23625bee458ca5e7221ba7b5dd12 |
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| Source note | uspto-grants-2016_08 |
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