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

反応式

HRID 655837 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3d56aac5c1494b83bbf004dc23b2879e
出典データセット
uspto-grants-2011_12
特許番号
US08071607B2

関連ノート

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