Dimethylformamide → HCID 86602519, 화합물

HRID 30677노트

반응식

HRID 30677 반응식
[CH3:1][N:2]1[C:6]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[C:5]([CH:13]=O)[CH:4]=[N:3]1.[H-].[Na+].C(OP([CH2:25][C:26]([O:28][CH2:29][CH3:30])=[O:27])(OCC)=O)C.CN(C)C=O>O>[CH3:1][N:2]1[C:6]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[C:5](/[CH:13]=[CH:25]/[C:26]([O:28][CH2:29][CH3:30])=[O:27])[CH:4]=[N:3]1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 13345Triethyl phosphonoacetateHCID 24758Sodium hydrideHCID 838176701-methyl-5-(3-pyridinyl)-1H-pyrazole-4-carbaldehyde

생성물 1

HCID 86602519HCID 86602519, 화합물수율 75%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 1-methyl-5-(3-pyridinyl)-1H-pyrazole-4-carbaldehyde (750 mg), sodium hydride (60% in oil, 176 mg), ethyl diethylphosphonoacetate (1.08 g) and N,N-dimethylformamide (8 ml) was stirred at room temperature for 1 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate, and concentrated. Recrystallization of the residue from ethyl acetate-hexane gave ethyl (2E)-3-[1-methyl-5-(3-pyridinyl)-1H-pyrazol-4-yl]acrylate (770 mg, 75%) as pale-yellow prism crystals. melting point: 159-160° C.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customRecrystallization of the residue from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-5f56c9601e4c46b8ba8c5ea72057fca1
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423159B2

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