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

HRID 33270

반응식

HRID 33270 반응식
[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]

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 1235321-Bromo-3,6-dioxaheptaneHCID 178469379HCID 178469379, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0db9a24801e644e6814bed2a4fe4674b
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07429581B2

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