Ammonium Chloride → 6-(4-Aminophenylmethyl)-3-methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

HRID 1251603노트

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HRID 1251603 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]2[S:26][C:14]3[N:15]([CH2:22][CH:23]([CH3:25])[CH3:24])[C:16](=[O:21])[N:17]([CH3:20])[C:18](=[O:19])[C:13]=3[CH:12]=2)=[CH:6][CH:5]=1)([O-])=O.[Cl-].[NH4+]>C(O)C.O.[Fe]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]2[S:26][C:14]3[N:15]([CH2:22][CH:23]([CH3:24])[CH3:25])[C:16](=[O:21])[N:17]([CH3:20])[C:18](=[O:19])[C:13]=3[CH:12]=2)=[CH:6][CH:5]=1

참가 물질

6

반응물 2

HCID 25517Ammonium ChlorideHCID 222580026-(4-nitrophenylmethyl)-3-methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidin-2,4(1H, 3H)-dione

생성물 1

HCID 222580286-(4-Aminophenylmethyl)-3-methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione수율 7.9%

시약·촉매·용매 3

HCID 23925Iron촉매HCID 702Ethanol용매HCID 962Water용매

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온도
90 °C

실험 절차

To a solution of 6-(4-nitrophenylmethyl)-3-methyl-1-(2-methylpropyl)thieno[2,3-d]pyrimidin-2,4(1H, 3H)-dione (275 mg) in ethanol (15 ml) and water (1 ml) was added iron powder (82 mg) and ammonium chloride (78 mg). The mixture was heated at 90° C. for 6 h. and then allowed to cool to room temperature. The reaction was filtered and then evaporated before being partitioned between ethyl acetate and water. The organic layer was collected, dried over magnesium sulfate, and then evaporated. The resultant oil was purified by normal phase HPLC (isohexane:ethyl acetate 80-0:20-100) to give the title compound (20 mg).

후처리

  1. temperatureto cool to room temperature
  2. filtrationThe reaction was filtered
  3. customevaporated
  4. custombefore being partitioned between ethyl acetate and water
  5. customThe organic layer was collected
  6. dry with materialdried over magnesium sulfate
  7. customevaporated
  8. customThe resultant oil was purified by normal phase HPLC (isohexane:ethyl acetate 80-0:20-100)

출처 및 근거

ORD 기록
ord-52a4f3836d0043e2892a100c5bd0dffe
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06342502B1

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