(3-(Trifluoromethyl)phenyl)hydrazine → 5-Cyclopropyl-3-pyridin-3-yl-1-(3-trifluoromethyl-phenyl)-1H-pyrazole-4-carboxylic acid methyl ester

HRID 1011971

反応式

HRID 1011971 の反応式
[CH3:1][O:2][C:3](=[O:18])[CH:4]([C:10]([C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1)=O)[C:5]([CH:7]1[CH2:9][CH2:8]1)=O.[F:19][C:20]([F:30])([F:29])[C:21]1[CH:22]=[C:23]([NH:27][NH2:28])[CH:24]=[CH:25][CH:26]=1>C(O)(=O)C>[CH3:1][O:2][C:3]([C:4]1[C:10]([C:12]2[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=2)=[N:28][N:27]([C:23]2[CH:24]=[CH:25][CH:26]=[C:21]([C:20]([F:19])([F:30])[F:29])[CH:22]=2)[C:5]=1[CH:7]1[CH2:9][CH2:8]1)=[O:18]

参加物

4

反応物 2

HCID 98650(3-(Trifluoromethyl)phenyl)hydrazineHCID 673142843-Cyclopropyl-3-oxo-2-(pyridine-3-carbonyl)-propionic acid methyl ester

生成物 1

HCID 673151755-Cyclopropyl-3-pyridin-3-yl-1-(3-trifluoromethyl-phenyl)-1H-pyrazole-4-carboxylic acid methyl ester収率 8.5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of gave 3-cyclopropyl-3-oxo-2-(pyridine-3-carbonyl)-propionic acid methyl ester (326 mg, 1.25 mmol) and 3-(trifluoromethyl)phenylhydrazine (220 mg, 1.12 mmol) in 2 ml acetic acid was stirred 20 h at room temperature. The reaction mixture was evaporated, the residue treated with EtOAc:n-heptane 1:1 and filtered off. The filtrate was concentrated in vacuo and chromatographed (amino-phase silica gel, EtOAc:n-heptane 1:1) to yield the title compound as a light yellow gum (37 mg, 8%). MS: 388.3 (MH+).

後処理

  1. customThe reaction mixture was evaporated
  2. additionthe residue treated with EtOAc:n-heptane 1:1
  3. filtrationfiltered off
  4. concentrationThe filtrate was concentrated in vacuo
  5. customchromatographed (amino-phase silica gel, EtOAc:n-heptane 1:1)

出典と根拠

ORDレコード
ord-23564c8463d0468fbed8058fd5aa9cf9
出典データセット
uspto-grants-2011_07
特許番号
US07977358B2

関連ノート

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