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

HRID 2364766ノート

反応式

HRID 2364766 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-71fa6967355f453fb038738493e884bc
出典データセット
uspto-grants-2014_04
特許番号
US08691822B2

反応ノート

読み込み中…