Dimethylformamide → HCID 66831396, compound

HRID 405966Notes

Reaction equation

HRID 405966 reaction equation
[Br:1][C:2]1[C:7](=[O:8])[N:6]2[CH:9]=[C:10]([F:13])[CH:11]=[CH:12][C:5]2=[N:4][C:3]=1[CH2:14]Cl.[C:16]([O-:19])(=[O:18])[CH3:17].[K+].CN(C=O)C>O>[C:16]([O:19][CH2:14][C:3]1[N:4]=[C:5]2[CH:12]=[CH:11][C:10]([F:13])=[CH:9][N:6]2[C:7](=[O:8])[C:2]=1[Br:1])(=[O:18])[CH3:17]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 517044Potassium AcetateHCID 66831405HCID 66831405, compound

Product 1

HCID 66831396HCID 66831396, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 3-bromo-2-(chloromethyl)-7-fluoro-4H-pyrido[1,2-a]pyrimidin-4-one (10.60 g, 36.36 mmol), potassium acetate (4.283 g, 43.64 mmol), and DMF (138.5 mL) was stirred at 40° C. After 3 h, the mixture was concd under reduced pressure. To the residue was added water (200 mL) and the resulting precipitate was collected by filtration, washed with water (300 mL), and dried to give (3-bromo-7-fluoro-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)methyl acetate as a brown solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 8.98 (1H, dd, J=4.9, 2.7 Hz), 8.18 (1 H, ddd, J=9.8, 7.1, 2.8 Hz), 7.86 (1 H, dd, J=9.7, 5.4 Hz), 5.21 (2 H, s), 2.16 (3 H, s); Mass Spectrum (ESI) m/e=315.0 [M+1 (79Br)] and 316.9 [M+1 (81Br)].

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. washwashed with water (300 mL)
  3. customdried

Sources & evidence

ORD record
ord-9da8681b1aa243d7be3d8f285909e667
Source dataset
uspto-grants-2014_06
Patent number
US08754089B2

Reaction notes

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