Ammonium formate → 8-ethoxy-3-ethyl-1-(3-hydroxypropyl)-1H-purine-2,6(3H,7H)-dione

HRID 2200592노트

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HRID 2200592 반응식
C([N:8]1[C:16]2[C:15](=[O:17])[N:14]([CH2:18][CH2:19][CH2:20][OH:21])[C:13](=[O:22])[N:12]([CH2:23][CH3:24])[C:11]=2[N:10]=[C:9]1[O:25][CH2:26][CH3:27])C1C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[Pd]>[CH2:26]([O:25][C:9]1[NH:8][C:16]2[C:15](=[O:17])[N:14]([CH2:18][CH2:19][CH2:20][OH:21])[C:13](=[O:22])[N:12]([CH2:23][CH3:24])[C:11]=2[N:10]=1)[CH3:27]

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 904023587-benzyl-8-ethoxy-3-ethyl-1-(3-hydroxypropyl)-1H-purine-2,6(3H,7H)-dione

생성물 1

HCID 904023668-ethoxy-3-ethyl-1-(3-hydroxypropyl)-1H-purine-2,6(3H,7H)-dione수율 77.1%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

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온도
80 °C

실험 절차

7-benzyl-8-ethoxy-3-ethyl-1-(3-hydroxypropyl)-1H-purine-2,6(3H,7H)-dione (0.12 g, 0.323 mmol) was dissolved in ethanol (20 mL) and degassed and refilled with nitrogen three times. Ammonium formate (0.5 g, 7.94 mmol) and 10% Pd/C (30 mg) were added and the mixture was again degassed and refilled with nitrogen three times. The reaction was stirred at 80° C. overnight. Then the mixture was cooled, filtered and the filter cake was washed with methanol. The filtrate was concentrated to give 8-ethoxy-3-ethyl-1-(3-hydroxypropyl)-1H-purine-2,6(3H,7H)-dione (70 mg, 77.1% yield) as white solid. LCMS retention time 0.413 min; LCMS MH+ 283.

후처리

  1. customdegassed
  2. additionrefilled with nitrogen three times
  3. customthe mixture was again degassed
  4. additionrefilled with nitrogen three times
  5. temperatureThen the mixture was cooled
  6. filtrationfiltered
  7. washthe filter cake was washed with methanol
  8. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-bcbf64cc3c114bf9977d6ac59b3a5747
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09359359B2

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