Dimethylformamide → HCID 66831360, compound

HRID 405983Notes

Reaction equation

HRID 405983 reaction equation
[Br:1][C:2]1[C:7](=[O:8])[N:6]2[CH:9]=[CH:10][CH:11]=[CH:12][C:5]2=[N:4][C:3]=1[CH2:13]Cl.[C:15]([O-:18])(=[O:17])[CH3:16].[K+].CN(C=O)C>O>[C:15]([O:18][CH2:13][C:3]1[N:4]=[C:5]2[CH:12]=[CH:11][CH:10]=[CH:9][N:6]2[C:7](=[O:8])[C:2]=1[Br:1])(=[O:17])[CH3:16]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 517044Potassium AcetateHCID 132329173-Bromo-2-(chloromethyl)-4H-pyrido[1,2-a]pyrimidin-4-one

Product 1

HCID 66831360HCID 66831360, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 3-bromo-2-(chloromethyl)-4H-pyrido[1,2-a]pyrimidin-4-one (4.53 g, 15.76 mmol), potassium acetate (1.5 equiv.) and DMF (60 mL) was stirred at 40° C. for 3.5 h, at this point the reaction was completed by LCMS. The mixture was cond under reduced pressure. To the residue was added water (100 mL) and the resulting precipitate was collected by filtration, washed with water (100 mL) and dried to give the (3-bromo-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)methyl acetate as a brown solid, which was carried forward without further purification: 1HNMR (400 MHz, DMSO-d6): δ 8.96-8.98 (dd,1H), 8.03-8.08 (m,1H), 7.74-7.76 (dd,1H), 7.43-7.48 (m,1H), 5.2 (s,2H), 2.1 (s,3H).

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. washwashed with water (100 mL)
  3. customdried

Sources & evidence

ORD record
ord-70f7ebd8719e4815a98ba8c9b0aab942
Source dataset
uspto-grants-2014_06
Patent number
US08754089B2

Reaction notes

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