Water → HCID 178472238, 화합물

HRID 869710노트

반응식

HRID 869710 반응식
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH:3]=1.[C:12]([O:18][CH2:19][CH3:20])(=[O:17])[CH2:13][C:14](O)=[O:15].C(N=C=NC(C)C)(C)C.O>N1C=CC=CC=1>[CH2:19]([O:18][C:12](=[O:17])[CH2:13][C:14]([NH:1][C:2]1[NH:6][N:5]=[C:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH:3]=1)=[O:15])[CH3:20]

참가 물질

6

반응물 4

HCID 962WaterHCID 12734DiisopropylcarbodiimideHCID 70615Monoethyl malonateHCID 178469278HCID 178469278, 화합물

생성물 1

HCID 178472238HCID 178472238, 화합물

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of ethyl 5-aminopyrazole-3-carboxylate (5.00 g, 26.1 mmol) and ethyl hydrogen malonate (3.62 g, 27.4 mmol) in pyridine (130 mL) was added N,N′-diisopropylcarbodiimide (4.28 g, 33.9 mmol) at 0° C. After being stirred at same temperature, the reaction mixture was poured into water. The mixture was extracted with ethyl acetate and the organic layer was washed with saturated brine, dried over sodium sulfate, filtrated and concentrated in vacuo. The crude was purified by silica gel column chromatography (chloroform to chloroform:methanol=19:1) and triturated with diisopropyl ether to give ethyl 5-[(3-ethoxy-3-oxopropanoyl)amino]-1H-pyrazole-3-carboxylate. MS (APCI): m/z 270 (M+H).

후처리

  1. extractionThe mixture was extracted with ethyl acetate
  2. washthe organic layer was washed with saturated brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltrated
  5. concentrationconcentrated in vacuo
  6. customThe crude was purified by silica gel column chromatography (chloroform to chloroform:methanol=19:1)
  7. customtriturated with diisopropyl ether

출처 및 근거

ORD 기록
ord-b5a3829d4c94486f8f1687c42961552e
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969376B2

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