Water → HCID 178472238、化合物

HRID 869710ノート

反応式

HRID 869710 の反応式
[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]

参加物

6

反応物 4

HCID 962WaterHCID 12734DiisopropylcarbodiimideHCID 70615Monoethyl malonateHCID 178469278HCID 178469278、化合物

生成物 1

HCID 178472238HCID 178472238、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-b5a3829d4c94486f8f1687c42961552e
出典データセット
uspto-grants-2015_03
特許番号
US08969376B2

反応ノート

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