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2-Morpholinoethanol → 1-(3-((tert-butyldimethylsilyl)oxy)propyl)-7-(4-chlorobenzyl)-3-methyl-8-(2-morpholinoethoxy)-1H-purine-2,6(3H,7H)-dione

HRID 2200739
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HRID 2200739 반응식
[Na].Br[C:3]1[N:11]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[C:10]2[C:9](=[O:20])[N:8]([CH2:21][CH2:22][CH2:23][O:24][Si:25]([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:27])[CH3:26])[C:7](=[O:32])[N:6]([CH3:33])[C:5]=2[N:4]=1.[O:34]1[CH2:39][CH2:38][N:37]([CH2:40][CH2:41][OH:42])[CH2:36][CH2:35]1>O>[Si:25]([O:24][CH2:23][CH2:22][CH2:21][N:8]1[C:9](=[O:20])[C:10]2[N:11]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=3)[C:3]([O:42][CH2:41][CH2:40][N:37]3[CH2:38][CH2:39][O:34][CH2:35][CH2:36]3)=[N:4][C:5]=2[N:6]([CH3:33])[C:7]1=[O:32])([C:28]([CH3:31])([CH3:30])[CH3:29])([CH3:26])[CH3:27]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 611632-MorpholinoethanolHCID 5360545SodiumHCID 904028568-bromo-1-(3-((tert-butyldimethylsilyl)oxy)propyl)-7-(4-chlorobenzyl)-3-methyl-3,7-dihydro-1H-purine-2,6-dione2회

생성물 1

HCID 904025871-(3-((tert-butyldimethylsilyl)oxy)propyl)-7-(4-chlorobenzyl)-3-methyl-8-(2-morpholinoethoxy)-1H-purine-2,6(3H,7H)-dione수율 100%

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

Step 1 Sodium (0.053 g, 2.31 mmol) was dissolved in 2-morpholinoethanol (5 mL) and 8-bromo-1-(3-((tert-butyldimethylsilyl)oxy)propyl)-7-(4-chlorobenzyl)-3-methyl-1H-purine-2,6(3H,7H)-dione (0.25 g, 0.46 mmol, intermediate 77) was added. The reaction was stirred at room temperature for 24 h. The reaction was diluted with water (75 mL) and extracted with ethyl acetate (3×75 mL). The combined extracts were dried with magnesium sulfate, filtered and the solvent was removed under reduced pressure to give 1-(3-((tert-butyldimethylsilyl)oxy)propyl)-7-(4-chlorobenzyl)-3-methyl-8-(2-morpholinoethoxy)-1H-purine-2,6(3H,7H)-dione (0.27 g, 100% yield) as a clear oil. LCMS retention time=2.990 min and 96% purity, LCMS MH+ 592.

후처리

  1. extractionextracted with ethyl acetate (3×75 mL)
  2. dry with materialThe combined extracts were dried with magnesium sulfate
  3. filtrationfiltered
  4. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-26dbd29216ba4730bd48300e6cd6fa1f
출처 데이터셋
uspto-grants-2016_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09359359B2

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