Methyl p-toluenesulfonate → (7S)-2-chloro-8-isopropyl-7-ethyl-5-methyl-7H-pteridin-6-one

HRID 2364766노트

반응식

HRID 2364766 반응식
[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[NH:8][C:7](=[O:12])[C@H:6]([CH2:13][CH3:14])[N:5]([CH:15]([CH3:17])[CH3:16])[C:4]=2[N:3]=1.[C:18]1(C)C=CC(S(OC)(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[N:8]([CH3:18])[C:7](=[O:12])[C@H:6]([CH2:13][CH3:14])[N:5]([CH:15]([CH3:16])[CH3:17])[C:4]=2[N:3]=1

참가 물질

5

반응물 3

HCID 6645Methyl p-toluenesulfonateHCID 11430Potassium CarbonateHCID 86668261(7S)-2-chloro-8-isopropyl-7-ethyl-5,7-dihydropteridin-6-one

생성물 1

HCID 86668262(7S)-2-chloro-8-isopropyl-7-ethyl-5-methyl-7H-pteridin-6-one수율 81%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

The crude compound (7S)-2-chloro-8-isopropyl-7-ethyl-5,7-dihydropteridin-6-one 43c (7.17 g, 28.21 mmol), methyl p-toluenesulfonate (5.77 g, 31.03 mmol) and potassium carbonate (11.70 g, 84.60 mmol) were dissolved in 40 mL of acetone. The reaction solution was stirred for 12 hours and the precipite was filtered. The filter cake was washed with dichloromethane (100 mL). The filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography with elution system B to obtain (7S)-2-chloro-8-isopropyl-7-ethyl-5-methyl-7H-pteridin-6-one 43d (6.14 g, yield: 81.0%) as a white solid.

후처리

  1. filtrationthe precipite was filtered
  2. washThe filter cake was washed with dichloromethane (100 mL)
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography with elution system B

출처 및 근거

ORD 기록
ord-71fa6967355f453fb038738493e884bc
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08691822B2

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