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

HRID 2183543

반응식

HRID 2183543 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-37a2327f738142abac116099ba315b98
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06900217B2

연결된 노트

불러오는 중…