1-(4-Nitrophenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine → 1-(4-Amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine

HRID 655837

반응식

HRID 655837 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14]3=[N:15][CH:16]=[N:17][C:18]([NH2:19])=[C:13]3[CH:12]=[N:11]2)=[CH:6][CH:5]=1)([O-])=O>[Pd].C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14]3=[N:15][CH:16]=[N:17][C:18]([NH2:19])=[C:13]3[CH:12]=[N:11]2)=[CH:6][CH:5]=1

참가 물질

4

반응물 1

HCID 2210751-(4-Nitrophenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine

생성물 1

HCID 119959601-(4-Amino-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

Title compound 10A, 1-(4-nitro-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (1.0 g, 3.9 mmol) was added to 10% w/w palladium on carbon (0.1 g, 10% w/w) suspended in ethanol (300 ml). This was stirred for 42 hours at room temperature under an atmosphere of hydrogen. The reaction mixture was filtered to remove the palladium residues and the filtrate was concentrated to dryness in vacuo. The resultant residue was purified by column chromatography using DCM/MeOH (96:4) as eluent to yield the title compound as an off-white solid. (0.53 g, 2.3 mmol, 60%). LCMS: [M+H]+=227, Rt=0.64 min, 100% purity.

후처리

  1. filtrationThe reaction mixture was filtered
  2. customto remove the palladium residues
  3. concentrationthe filtrate was concentrated to dryness in vacuo
  4. customThe resultant residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-3d56aac5c1494b83bbf004dc23b2879e
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071607B2

연결된 노트

불러오는 중…