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Water → 1H-Purine-2,6-dione, 3,7-dihydro-8-(2-(4-(4-aminobutoxy)phenyl)ethenyl)-1,3-diethyl-7-methyl-,(E)-

HRID 375373
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인쇄 미리보기

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HRID 375373 반응식
[N:1]([CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:32]=[CH:31][C:12](/[CH:13]=[CH:14]/[C:15]2[N:23]([CH3:24])[C:22]3[C:21](=[O:25])[N:20]([CH2:26][CH3:27])[C:19](=[O:28])[N:18]([CH2:29][CH3:30])[C:17]=3[N:16]=2)=[CH:11][CH:10]=1)=[N+]=[N-].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O.[OH-].[Na+]>O1CCCC1>[NH2:1][CH2:4][CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:10]=[CH:11][C:12](/[CH:13]=[CH:14]/[C:15]2[N:23]([CH3:24])[C:22]3[C:21](=[O:25])[N:20]([CH2:26][CH3:27])[C:19](=[O:28])[N:18]([CH2:29][CH3:30])[C:17]=3[N:16]=2)=[CH:31][CH:32]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 11776TriphenylphosphineHCID 14798Sodium HydroxideHCID 64489521H-Purine-2,6-dione, 3,7-dihydro-8-(2-(4-(4-azidobutoxy)phenyl)ethenyl)-1,3-diethyl-7-methyl-,(E)-

생성물 1

HCID 64489531H-Purine-2,6-dione, 3,7-dihydro-8-(2-(4-(4-aminobutoxy)phenyl)ethenyl)-1,3-diethyl-7-methyl-,(E)-

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매

실험 절차

Compound 178 (75 mg, 0.17 mmol) obtained in Reference Example 117 was dissolved in 7.5 ml of tetrahydrofuran. To the solution was added 90 mg (0.34 mmol) of triphenylphosphine, and the mixture was heated under reflux for 3 hours. Water (5 ml) was added thereto and the mixture was heated under reflux for further one hour. After cooling, a 2N aqueous solution of sodium hydroxide was added thereto, and the mixture was extracted with chloroform and dried over anhydrous sodium sulfate, followed by evaporation under reduced pressure. The residue was purified by silica gel column chromatography (eluent: chloroform/methanol/triethylamine) to give 74 mg (yield quant.) of Compound 179. The obtained crude crystals were further recrystallized from 2-propanol/water.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. temperaturethe mixture was heated
  4. temperatureunder reflux for further one hour
  5. temperatureAfter cooling
  6. extractionthe mixture was extracted with chloroform
  7. dry with materialdried over anhydrous sodium sulfate
  8. customfollowed by evaporation under reduced pressure
  9. customThe residue was purified by silica gel column chromatography (eluent: chloroform/methanol/triethylamine)
  10. customto give

출처 및 근거

ORD 기록
ord-d0cb9c02f3de4062803f3cfc0e11e359
출처 데이터셋
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05484920

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