1-(4-chlorobutyl)-2-ethyl-2H-pyrazolo[3,4-c]quinolin-4-amine → 1-(4-chlorobutyl)-2-ethyl-6,7,8,9-tetrahydro-2H-pyrazolo[3,4-c]quinolin-4-amine

HRID 1360560

反応式

HRID 1360560 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[N:7]([CH2:20][CH3:21])[N:8]=[C:9]2[C:18]=1[C:17]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N:11]=[C:10]2[NH2:19]>[Pt](=O)=O.FC(F)(F)C(O)=O>[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[N:7]([CH2:20][CH3:21])[N:8]=[C:9]2[C:18]=1[C:17]1[CH2:16][CH2:15][CH2:14][CH2:13][C:12]=1[N:11]=[C:10]2[NH2:19]

参加物

4

反応物 1

HCID 577175141-(4-chlorobutyl)-2-ethyl-2H-pyrazolo[3,4-c]quinolin-4-amine

生成物 1

HCID 669581721-(4-chlorobutyl)-2-ethyl-6,7,8,9-tetrahydro-2H-pyrazolo[3,4-c]quinolin-4-amine収率 57.6%

試薬・触媒・溶媒 2

HCID 345198Adams' catalyst触媒HCID 6422Trifluoroacetic acid溶媒

実験手順

A mixture of 1-(4-chlorobutyl)-2-ethyl-2H-pyrazolo[3,4-c]quinolin-4-amine (3 g, prepared as described in Example 19), platinum (IV) oxide (3 g), and trifluoroacetic acid (50 mL) was placed under hydrogen pressure (50 psi, 3.4×105 Pa) on a Parr shaker for 2 days. The reaction mixture was filtered through a layer of CELITE filter agent and the filter cake was rinsed with dichloromethane. The filtrate was concentrated under reduced pressure. The residue was made basic (pH 14) by the addition of 50% sodium hydroxide and then extracted with chloroform. The extract was dried over sodium sulfate and then purified by chromatography on a HORIZON HPFC system (eluting with chloroform/CMA in a gradient from 100:0 to 70:30) to provide 1.75 g of 1-(4-chlorobutyl)-2-ethyl-6,7,8,9-tetrahydro-2H-pyrazolo[3,4-c]quinolin-4-amine as a light yellow solid.

後処理

  1. customfor 2 days
  2. filtrationThe reaction mixture was filtered through a layer of CELITE filter agent
  3. washthe filter cake was rinsed with dichloromethane
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. additionby the addition of 50% sodium hydroxide
  6. extractionextracted with chloroform
  7. dry with materialThe extract was dried over sodium sulfate
  8. custompurified by chromatography on a HORIZON HPFC system (
  9. washeluting with chloroform/CMA in a gradient from 100:0 to 70:30)

出典と根拠

ORDレコード
ord-f56cdddd844048f1986d8a2f01a67b6c
出典データセット
uspto-grants-2011_02
特許番号
US07879849B2

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