2-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-6-methyl-5-nitropyrimidin-4-amine → 2-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-6-methylpyrimidine-4,5-diamine

HRID 510052ノート

反応式

HRID 510052 の反応式
[F:1][C:2]1[CH:28]=[CH:27][CH:26]=[CH:25][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14]2[N:19]=[C:18]([NH2:20])[C:17]([N+:21]([O-])=O)=[C:16]([CH3:24])[N:15]=2)=[N:6]1.[H][H]>N1C=CC=CC=1.[Pd]>[F:1][C:2]1[CH:28]=[CH:27][CH:26]=[CH:25][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14]2[N:19]=[C:18]([NH2:20])[C:17]([NH2:21])=[C:16]([CH3:24])[N:15]=2)=[N:6]1

参加物

5

反応物 2

HCID 666140422-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-6-methyl-5-nitropyrimidin-4-amineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 582869932-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-6-methylpyrimidine-4,5-diamine

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 1049Pyridine溶媒

実験手順

592 mg (1.56 mmol) of the compound from example 53A were initially charged in pyridine (25 ml) and then 133 mg (0.125 mmol) of palladium (10% on charcoal) were added. The mixture was stirred at standard hydrogen pressure overnight. The suspension was then filtered through Celite and the filtercake was washed with methanol. The filtrate was concentrated, methanol was added and the mixture was filtered and concentrated again. The residue was dried under high vacuum. This gave 396 mg of the title compound (80% purity, 45% of theory), which were converted without further purification.

後処理

  1. filtrationThe suspension was then filtered through Celite
  2. washthe filtercake was washed with methanol
  3. concentrationThe filtrate was concentrated
  4. additionmethanol was added
  5. filtrationthe mixture was filtered
  6. concentrationconcentrated again
  7. customThe residue was dried under high vacuum
  8. customThis gave 396 mg of the title compound (80% purity, 45% of theory), which were converted without further purification

出典と根拠

ORDレコード
ord-39c49125f0944ec386151ef5bc1fe671
出典データセット
uspto-grants-2015_08
特許番号
US09096592B2

反応ノート

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