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Potassium Acetate → HCID 178518457、化合物

HRID 706015
ノート
印刷プレビュー

反応式

HRID 706015 の反応式
OS(C(F)(F)F)(=O)=O.[C:9](=[NH:32])([O:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[C:23]([C:28]([F:31])([F:30])[F:29])[CH:22]=2)=[CH:16][CH:15]=1)[NH2:10].[OH:33]/[CH:34]=[C:35](/[CH2:40][C:41]1[CH:42]=[N:43][CH:44]=[N:45][CH:46]=1)\[C:36](OC)=O.C([O-])(=O)C.[K+]>C1(C)C=CC=CC=1>[Cl:27][C:24]1[CH:25]=[CH:26][C:21]([O:20][C:17]2[CH:16]=[CH:15][C:14]([CH2:13][CH2:12][O:11][C:9]3[NH:10][CH:36]=[C:35]([CH2:40][C:41]4[CH:46]=[N:45][CH:44]=[N:43][CH:42]=4)[C:34](=[O:33])[N:32]=3)=[CH:19][CH:18]=2)=[CH:22][C:23]=1[C:28]([F:31])([F:30])[F:29]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 517044Potassium AcetateHCID 67774726(Z)-methyl 3-hydroxy-2-(pyrimidin-5-ylmethyl)acrylateHCID 866661912-(4-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)ethyl imidocarbamate triflate

生成物 1

HCID 178518457HCID 178518457、化合物収率 21.1%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

An alternative synthesis was provided to prepare the compound of Example 20. A suspension of 2-(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)ethyl imidocarbamate triflate (17.29 g, 34.0 mmol), methyl (2Z)-3-hydroxy-2-(5-pyrimidinylmethyl)-2-propenoate (5.5 g, 28.3 mmol) and potassium acetate (5.56 g, 56.6 mmol) in toluene (200 mL) was stirred at room temperature for 2 min. and then heated to reflux for 3 h. The mixture was filtered off and concentrated to dryness, which was then dissolved in DMF and purified by MDAP with TFA. The purified fractions were combined and neutrallized with ammonia. The organic solvent was removed under vacuo and the water layer was extracted with EA. The organic layer was combined and dried over Na2SO4 which was concentrated to give the white solid. The solid was recrystallized in MeCN to afford the title compound (3.0 g, 21.06% yield) LCMS: rt=3.43 min, [M+H+]=503.

後処理

  1. customAn alternative synthesis
  2. customwas provided
  3. temperatureheated
  4. temperatureto reflux for 3 h
  5. filtrationThe mixture was filtered off
  6. concentrationconcentrated to dryness, which
  7. dissolutionwas then dissolved in DMF
  8. custompurified by MDAP with TFA
  9. customThe organic solvent was removed under vacuo
  10. extractionthe water layer was extracted with EA
  11. dry with materialdried over Na2SO4 which
  12. concentrationwas concentrated
  13. customto give the white solid
  14. customThe solid was recrystallized in MeCN

出典と根拠

ORDレコード
ord-fefd44536bc24cfb938ee53f240923c3
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09174968B2

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート