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Triethylamine → HCID 67460233、化合物

HRID 2043786
ノート
印刷プレビュー

反応式

HRID 2043786 の反応式
[CH3:1][C:2]1[N:6]([CH2:7][C:8]([OH:10])=O)[N:5]=[C:4]([C:11]([F:14])([F:13])[F:12])[CH:3]=1.[C:15](Cl)(=O)C(Cl)=O.N1([C:27]2([C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH:31]=[N:30][NH:29][NH:28]2)CCCCC1.C([N:39]([CH2:42][CH3:43])[CH2:40][CH3:41])C>ClCCl.CN(C)C=O>[CH3:1][C:2]1[N:6]([CH2:7][C:8]([N:39]2[CH2:40][CH2:41][CH:15]([N:29]3[N:28]=[C:27]([C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH:31]=[N:30]3)[CH2:43][CH2:42]2)=[O:10])[N:5]=[C:4]([C:11]([F:14])([F:13])[F:12])[CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 5961182-(5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acidHCID 67461567HCID 67461567、化合物

生成物 1

HCID 67460233HCID 67460233、化合物収率 83.1%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide
触媒
HCID 6344Dichloromethane溶媒2 回

実験手順

To a slurry of 5-methyl-3-(trifluoromethyl)-1H-pyrazole-1-acetic acid (0.23 g, 1.1 mmol) in dichloromethane (5 mL) was added oxalyl chloride (0.20 mL, 14 mmol) and one drop of N,N-dimethylformamide. After 45 minutes the reaction mixture was concentrated in vacuo and the resulting residue was dissolved in dichloromethane (10 mL). The reaction mixture was then added to a solution of ethyl 4-piperidinyl-2H-1,2,3-triazole-4-carboxylate (0.23 g) and triethylamine (0.20 mL, 1.4 mmol) in dichloromethane (10 mL) at 0° C. The reaction mixture was stirred at room temperature overnight. The organic layer was washed with saturated aqueous sodium bicarbonate, dried (Na2SO4) and the solvent was removed with a rotary evaporator. The residue was purified by medium pressure liquid chromatography (MPLC) using 35 to 60% ethyl acetate in hexanes as eluant to afford 0.35 g of the title compound as a white solid.

後処理

  1. concentrationAfter 45 minutes the reaction mixture was concentrated in vacuo
  2. dissolutionthe resulting residue was dissolved in dichloromethane (10 mL)
  3. washThe organic layer was washed with saturated aqueous sodium bicarbonate
  4. dry with materialdried (Na2SO4)
  5. customthe solvent was removed with a rotary evaporator
  6. customThe residue was purified by medium pressure liquid chromatography (MPLC)

出典と根拠

ORDレコード
ord-ad2aa245ba4b429eab8412cb8cb522c8
出典データセット
uspto-grants-2013_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08586611B2

反応ノート

読み込み中…

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