Sulfuric Acid → 5-(5-Acetyl-2-butoxy-3-pyridinyl)-3-ethyl-2-(2-methoxyethyl)-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

HRID 354177

反応式

HRID 354177 の反応式
[CH2:1]([O:5][C:6]1[C:11]([C:12]2[NH:13][C:14](=[O:27])[C:15]3[C:16](=[C:18]([CH2:25][CH3:26])[N:19]([CH2:21][CH2:22][O:23][CH3:24])[N:20]=3)[N:17]=2)=[CH:10][C:9]([C:28]#[CH:29])=[CH:8][N:7]=1)[CH2:2][CH2:3][CH3:4].[OH:30]S(O)(=O)=O>CC(C)=O.S([O-])([O-])(=O)=O.[Hg+2]>[C:28]([C:9]1[CH:10]=[C:11]([C:12]2[NH:13][C:14](=[O:27])[C:15]3[C:16](=[C:18]([CH2:25][CH3:26])[N:19]([CH2:21][CH2:22][O:23][CH3:24])[N:20]=3)[N:17]=2)[C:6]([O:5][CH2:1][CH2:2][CH2:3][CH3:4])=[N:7][CH:8]=1)(=[O:30])[CH3:29]

参加物

5

反応物 2

HCID 1118Sulfuric Acid2 回HCID 1357306465-(2-Butoxy-5-ethynyl-3-pyridinyl)-3-ethyl-2-(2-methoxyethyl)-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

生成物 1

HCID 1354846345-(5-Acetyl-2-butoxy-3-pyridinyl)-3-ethyl-2-(2-methoxyethyl)-2,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

試薬・触媒・溶媒 2

HCID 24544Mercuric sulfate触媒2 回HCID 180Acetone溶媒

実験手順

The title compound of Example 15 (2.4 g, 6 mmol) and mercury sulfate (100 mg, 0.34 mmol) were stirred together in a mixture of 1N H2SO4 (5 mL) and acetone (35 mL). After 2 h a further portion of mercury sulfate (100 mg) was added and a third portion (100 mg in 5 mL 1N H2SO4) was added 2 h later. The crude reaction mixture was concentrated and the black residue partitioned between dichloromethane and water. The organic phase was separated and washed with saturated sodium bicarbonate solution and brine, dried (MgSO4) and evaporated. Purification by flash column chromatography (gradient elution from 30% ethyl acetate: pentane to 100% ethyl acetate) gave 780 mg product.

後処理

  1. customThe crude reaction mixture
  2. concentrationwas concentrated
  3. customthe black residue partitioned between dichloromethane and water
  4. customThe organic phase was separated
  5. washwashed with saturated sodium bicarbonate solution and brine
  6. dry with materialdried (MgSO4)
  7. customevaporated
  8. customPurification
  9. washby flash column chromatography (gradient elution from 30% ethyl acetate: pentane to 100% ethyl acetate)

出典と根拠

ORDレコード
ord-85c03c5f9bee4c9e8e2a10660d651b81
出典データセット
uspto-grants-2004_06
特許番号
US06756373B1

関連ノート

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