反応 #62255

ord-2450e708909247bf9b325c53b248b356

反応方程式

CNC(=O)CN(OC)c1nc(-c2ccncc2)c(-c2ccc3ccccc3c2)c(=O)n1C
2-(N′-methoxy-N′-methylaminocarbonylmethylamino)-3-methyl-5-naphthalen-2-yl-6-pyridin-4-yl-3H-pyrimidin-4-one
[Cl][Mg][CH2]c1ccccc1
benzylmagnesium chloride
O
water
CCOC(C)=O
ethyl acetate
Cn1c(NCC(=O)Cc2ccccc2)nc(-c2ccncc2)c(-c2ccc3ccccc3c2)c1=O
final product
Cn1c(NCC(=O)Cc2ccccc2)nc(-c2ccncc2)c(-c2ccc3ccccc3c2)c1=O
2-[3-Phenyl-2-oxo-propylamino]-3-methyl-5-naphthalen-2-yl-6-pyridin-4-yl-3H-pyrimidin-4-one

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他at 0° C.
  2. 2
    その他The layers were separated
  3. 3
    洗浄The organic layer was washed with brine (3×80 mL)
  4. 4
    その他dried
  5. 5
    その他evaporated
  6. 6
    その他to give the crude product
  7. 7
    その他Column chromatograph purification (silica gel, 1-2% MeOH/CH2Cl2)

実験手順

To a solution of 2-(N′-methoxy-N′-methylaminocarbonylmethylamino)-3-methyl-5-naphthalen-2-yl-6-pyridin-4-yl-3H-pyrimidin-4-one (1.46 g, 3.4 mmol) in THF (30 mL) at 0° C. was slowly added benzylmagnesium chloride (Aldrich, 2.5M in THF, 20 mL). After 2 h, water (100 mL) and ethyl acetate (200 mL) were added. The layers were separated. The organic layer was washed with brine (3×80 mL), dried, and evaporated to give the crude product. Column chromatograph purification (silica gel, 1-2% MeOH/CH2Cl2) gave the final product. M+1=491.2.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07429594B2uspto-grants-2008_09