Acetic Anhydride → N-(2-Chloro-4-methylpyrimidin-5-yl)acetamide

HRID 243334Notes

Reaction equation

HRID 243334 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([NH2:9])=[CH:4][N:3]=1.[C:10](OC(=O)C)(=[O:12])[CH3:11]>C(O)(=O)C>[Cl:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([NH:9][C:10](=[O:12])[CH3:11])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 3162822-Chloro-4-methylpyrimidin-5-amine

Product 1

HCID 23070222N-(2-Chloro-4-methylpyrimidin-5-yl)acetamideYield 86.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 2-chloro-4-methylpyrimidin-5-amine (10 g, 68.26 mmol, 1.00 equiv, 98%) and acetic anhydride (14.3 g, 137.27 mmol, 2.01 equiv, 98%) in acetic acid (50 mL) was stirred at room temperature for 2 h. The resulting mixture was concentrated under vacuum to give 11 g (82%) of N-(2-chloro-4-methylpyrimidin-5-yl)acetamide as an off-white solid

Workup

  1. concentrationThe resulting mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-2f605f27763d4b8d99de8ab611aca9e8
Source dataset
uspto-grants-2014_02
Patent number
US08653089B2

Reaction notes

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