Water → 5-[2-(2-Methoxy-ethoxy)-ethoxy]-2H-pyrazole-3-carboxylic acid ethyl ester

HRID 33270

反応式

HRID 33270 の反応式
[CH2:1]([O:3][C:4]([C:6]1[NH:7][N:8]=[C:9]([OH:11])[CH:10]=1)=[O:5])[CH3:2].C([O-])([O-])=O.[K+].[K+].Br[CH2:19][CH2:20][O:21][CH2:22][CH2:23][O:24][CH3:25].O>C(#N)C>[CH2:1]([O:3][C:4]([C:6]1[NH:7][N:8]=[C:9]([O:11][CH2:19][CH2:20][O:21][CH2:22][CH2:23][O:24][CH3:25])[CH:10]=1)=[O:5])[CH3:2]

参加物

6

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 1235321-Bromo-3,6-dioxaheptaneHCID 178469379HCID 178469379、化合物

生成物 1

HCID 574744245-[2-(2-Methoxy-ethoxy)-ethoxy]-2H-pyrazole-3-carboxylic acid ethyl ester

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a mixture of 3.4 g 5-Hydroxy-2H-pyrazole-3-carboxylic acid ethyl ester and 3 g K2CO3 in 50 ml acetonitrile, 4 g 1-(2-Bromo-ethoxy)-2-methoxy-ethane were added. After stirring for 1 h at RT the reaction was heated to 50° C. for 4 h. Then 50 ml of water were added and the mixture was extracted with DCM (3×100 ml). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by chromatography on silica eluting with a DCM/MeOH gradient. Yield: 1 g.

後処理

  1. additionwere added
  2. temperaturewas heated to 50° C. for 4 h
  3. extractionthe mixture was extracted with DCM (3×100 ml)
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by chromatography on silica eluting with a DCM/MeOH gradient

出典と根拠

ORDレコード
ord-0db9a24801e644e6814bed2a4fe4674b
出典データセット
uspto-grants-2008_09
特許番号
US07429581B2

関連ノート

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