3-Pentanol → 4-(1-Ethyl-propoxy)-2,5-dimethyl-7-(2,4,6-trimethyl-phenyl)-5H-pyrrolo[3,2-d]py-rimidine

HRID 2183543ノート

反応式

HRID 2183543 の反応式
[CH3:1][CH2:2][CH:3]([OH:6])[CH2:4][CH3:5].[H-].[Na+].Cl[C:10]1[C:11]2[N:19]([CH3:20])[CH:18]=[C:17]([C:21]3[C:26]([CH3:27])=[CH:25][C:24]([CH3:28])=[CH:23][C:22]=3[CH3:29])[C:12]=2[N:13]=[C:14]([CH3:16])[N:15]=1>C1COCC1>[CH2:2]([CH:3]([O:6][C:10]1[C:11]2[N:19]([CH3:20])[CH:18]=[C:17]([C:21]3[C:26]([CH3:27])=[CH:25][C:24]([CH3:28])=[CH:23][C:22]=3[CH3:29])[C:12]=2[N:13]=[C:14]([CH3:16])[N:15]=1)[CH2:4][CH3:5])[CH3:1]

参加物

5

反応物 3

HCID 114283-PentanolHCID 24758Sodium hydrideHCID 224743134-Chloro-2,5-dimethyl-7-(2,4,6-trimethyl-phenyl)-5H-pyrrolo[3,2-d]pyrimidine

生成物 1

HCID 99030994-(1-Ethyl-propoxy)-2,5-dimethyl-7-(2,4,6-trimethyl-phenyl)-5H-pyrrolo[3,2-d]py-rimidine

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of 3-pentanol (0.09 ml, 0.883 mmol) in dry THF was added 60% NaH in oil (20 mg, 0.500 mmol) and stirred for 5 min. A solution of 4-chloro-2,5-dimethyl-7-(2,4,6-trimethyl-phenyl)-5H-pyrrolo[3,2-d]pyrimidine (50 mg, 0.166 mmol) in dry THF was added to the reaction mixture and the resulting mixture was heated at reflux for 2 hr. The mixture was quenched with water, extracted with ethyl acetate. The organic layer was washed with brine, separated, dried and concentrated to dryness to give the title compound as a white solid. 1H NMR (CDCl3) ä 6.92(s, 3H), 5.43(m, 1H), 4.02(s, 3H), 2.56(s, 3H), 2.29(s, 3H), 2.08(s, 6H), 1.80(m, 4H), 0.99(t, 6H).

後処理

  1. temperaturethe resulting mixture was heated
  2. temperatureat reflux for 2 hr
  3. customThe mixture was quenched with water
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with brine
  6. customseparated
  7. customdried
  8. concentrationconcentrated to dryness

出典と根拠

ORDレコード
ord-37a2327f738142abac116099ba315b98
出典データセット
uspto-grants-2005_05
特許番号
US06900217B2

反応ノート

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