Sodium Carbonate → 1-(2-(Piperazin-1-yl)pyrimidin-5-yl)ethanone hydrochloride

HRID 1498853Notes

Reaction equation

HRID 1498853 reaction equation
[C:1]([C:4]1[CH:5]=[N:6][C:7]([N:10]2[CH2:15][CH2:14][N:13](C(OC(C)(C)C)=O)[CH2:12][CH2:11]2)=[N:8][CH:9]=1)(=[O:3])[CH3:2].C(OCC(F)(F)F)(=O)C.C(=O)([O-])[O-].[Na+].[Na+]>ClCCl>[N:10]1([C:7]2[N:6]=[CH:5][C:4]([C:1](=[O:3])[CH3:2])=[CH:9][N:8]=2)[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 1362562,2,2-Trifluoroethyl AcetateHCID 118023389Tert-butyl 4-(5-acetylpyrimidin-2-yl)piperazine-1-carboxylate

Product 1

HCID 1180224421-(2-(Piperazin-1-yl)pyrimidin-5-yl)ethanone hydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-(5-acetylpyrimidin-2-yl)piperazine-1-carboxylate (3 g, 9.8 mmol) in dichloromethane (30 mL) was added trifluoroethyl acetate (15 mL), and the mixture was stirred at RT for 30 min. LCMS showed the reaction was completed. The reaction mixture was neutralized with sodium carbonate solution and extracted with dichloromethane. The organic layer was dried over sodium sulfate, filtered and concentrated to afford the title compound as a light yellow solid (2 g, 100%), which was directly used in the next step without further purification. MS (ES+) C10H14N4O requires: 206. found: 207 [M+H]+.

Workup

  1. extractionextracted with dichloromethane
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-937750007d704c6eb644c13b6cb9c520
Source dataset
uspto-grants-2015_12
Patent number
US09200002B2

Reaction notes

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