Diisopropylethylamine → Ethyl {4-[(butyl{6-[4-(trifluoromethyl)phenyl]pyrazin-2-yl}amino)methyl]-2-ethylphenoxy}acetate

HRID 1269667ノート

反応式

HRID 1269667 の反応式
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)[N:3]=1.[CH2:18]([NH:22][CH2:23][C:24]1[CH:36]=[CH:35][C:27]([O:28][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[C:26]([CH2:37][CH3:38])[CH:25]=1)[CH2:19][CH2:20][CH3:21].C(N(CC)C(C)C)(C)C>C(Cl)Cl>[CH2:18]([N:22]([CH2:23][C:24]1[CH:36]=[CH:35][C:27]([O:28][CH2:29][C:30]([O:32][CH2:33][CH3:34])=[O:31])=[C:26]([CH2:37][CH3:38])[CH:25]=1)[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][CH:9]=2)[N:3]=1)[CH2:19][CH2:20][CH3:21]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 184483272-Chloro-6-(4-(trifluoromethyl)phenyl)pyrazineHCID 58622897Ethyl {4-[(butylamino)methyl]-2-ethylphenoxy}acetate

生成物 1

HCID 58622850Ethyl {4-[(butyl{6-[4-(trifluoromethyl)phenyl]pyrazin-2-yl}amino)methyl]-2-ethylphenoxy}acetate収率 17.3%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
100 °C

実験手順

A mixture of 2-chloro-6-[4-(trifluoromethyl)phenyl]pyrazine (0.172 g, 0.56 mmol), ethyl {4-[(butylamino)methyl]-2-ethylphenoxy}acetate (0.25 g, 0.85 mmol) and N,N-diisopropylethylamine (0.099 mL, 0.56 mmol) were heated together in a reactivial at 100° C. for 18 h. The vial was then allowed to cool to room temperature and the residue dissolved in CH2Cl2 (50 mL) and the organic solution washed with water (15 mL) and brine (10 mL). The solution was then passed through a hydrophobic frit and evaporated. Purification by Biotage™ chromatography (Silica, 40 g) eluting 9:1cyclohexane:EtOAc, afforded the title compound as a pale yellow oil (50 mg).

後処理

  1. temperatureto cool to room temperature
  2. washthe organic solution washed with water (15 mL) and brine (10 mL)
  3. customevaporated
  4. customPurification by Biotage™ chromatography (Silica, 40 g)
  5. washeluting 9

出典と根拠

ORDレコード
ord-b3071d0b01f141d580950d1afc3b5980
出典データセット
uspto-grants-2007_04
特許番号
US07199239B2

反応ノート

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