Acetic Acid → 3-benzyl-2-(biphenyl-4-ylmethyl)-7-(4-methoxybenzyl)-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione

HRID 1465983

반응식

HRID 1465983 반응식
C(O)(=O)C.[C:5]1([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:10]=[CH:9][C:8]([CH:11]=[N:12][NH:13][C:14]2[N:19]([CH2:20][C:21]3[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=3)[C:18](=[O:29])[N:17]([CH3:30])[C:16](=[O:31])[CH:15]=2)=[CH:7][CH:6]=1.N1CCCCC1.[C:44]1([CH2:50][CH:51]=O)[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1>CN(C=O)C>[CH2:50]([C:51]1[N:12]([CH2:11][C:8]2[CH:7]=[CH:6][C:5]([C:32]3[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=3)=[CH:10][CH:9]=2)[N:13]=[C:14]2[C:15]=1[C:16](=[O:31])[N:17]([CH3:30])[C:18](=[O:29])[N:19]2[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][CH:22]=1)[C:44]1[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=1

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 998PhenylacetaldehydeHCID 8082PiperidineHCID 667958906-(2-(Biphenyl-4-ylmethylene)hydrazinyl)-1-(4-methoxybenzyl)-3-methylpyrimidine-2,4(1H,3H)-dione

생성물 1

HCID 667956863-benzyl-2-(biphenyl-4-ylmethyl)-7-(4-methoxybenzyl)-5-methyl-2H-pyrazolo[3,4-d]pyrimidine-4,6(5H,7H)-dione수율 31.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
42.5 °C

실험 절차

Acetic acid (4.4 mL) is added in to a solution of 6-(2-(Biphenyl-4-ylmethylene)hydrazinyl)-1-(4-methoxybenzyl)-3-methylpyrimidine-2,4(1H,3H)-dione (3.2 g, 7.26 mmol) in DMF (50 mL) and ButOH (25 mL) at 50° C. Piperidine (8.7 mL) is mixed with a solution of 2-phenylacetaldehyde (8.5 mL, 72.6 mmol) in DMF (20 mL), and the resulting greenish solution is added in to the above solution. The reaction mixture is stirred at 40-45° C. for 36 hours under argon, and the solvent is evaporated under high vacuum. The residue is treated with MeOH (200 mL) to precipitate out 1.23 g product as sandy solids (Yield: 31.4%). MS (FAB) m/z 543.4 [M+H]+.

후처리

  1. additionthe resulting greenish solution is added in to the above solution
  2. customthe solvent is evaporated under high vacuum
  3. additionThe residue is treated with MeOH (200 mL)

출처 및 근거

ORD 기록
ord-03b47eff05d945b381a4386b59f35338
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09000001B2

연결된 노트

불러오는 중…