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

HRID 2200566노트

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HRID 2200566 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 the mixture was degassed and refilled with nitrogen three times. Ammonium formate (0.5 g, 7.94 mmol) and 10% Pd/C (30 mg) were added. The mixture was again degassed and refilled with nitrogen three times; then it was warmed to 80° C. and stirred overnight. The mixture was cooled and 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. customthe mixture was degassed
  2. additionrefilled with nitrogen three times
  3. customThe mixture was again degassed
  4. additionrefilled with nitrogen three times
  5. temperatureThe mixture was cooled
  6. filtrationfiltered
  7. washthe filter cake was washed with methanol
  8. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-4b3602e0cc5144ee83b0a9db2c6b83ef
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09359359B2

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