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Ethyl Acetate → 2-Chloro-4-[4-methoxymethyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzonitrile

HRID 2233593
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HRID 2233593 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:28]=[CH:29][C:30]=1[C:31]#[N:32])[O:5][CH2:6][C:7]1[S:11][C:10]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)=[N:9][C:8]=1[CH2:22][O:23]S(C)(=O)=O.C[O-].[Na+].[C:36](OCC)(=O)C>CO>[Cl:1][C:2]1[CH:3]=[C:4]([O:5][CH2:6][C:7]2[S:11][C:10]([C:12]3[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:19])[F:20])=[CH:14][CH:13]=3)=[N:9][C:8]=2[CH2:22][O:23][CH3:36])[CH:28]=[CH:29][C:30]=1[C:31]#[N:32]
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참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 10942334Sodium MethoxideHCID 59296164Methanesulfonic acid 5-(3-chloro-4-cyano-phenoxymethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-4-ylmethyl ester

생성물 1

HCID 592961972-Chloro-4-[4-methoxymethyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzonitrile

시약·촉매·용매 1

HCID 887Methanol용매

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온도
50 °C

실험 절차

120 mg Methanesulfonic acid 5-(3-chloro-4-cyano-phenoxymethyl)-2-(4-trifluoromethyl-phenyl)-thiazol-4-ylmethyl ester were dissolved in 5 ml methanol. 12.9 mg sodium methoxide were added and the mixture stirred at 50° C. for one hour. The reaction mixture was diluted by addition of 50 ml ethyl acetate, washed with one molar hydrochloric acid then dried over MgSO4. The solvent was removed in vacuo and the residue purified by RP-HPLC to provide 30 mg of 2-chloro-4-[4-methoxymethyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-benzonitrile as lyophilisate.

후처리

  1. washwashed with one molar hydrochloric acid
  2. dry with materialthen dried over MgSO4
  3. customThe solvent was removed in vacuo
  4. customthe residue purified by RP-HPLC

출처 및 근거

ORD 기록
ord-91b4b21b6ceb455192e48ceac4f635e5
출처 데이터셋
uspto-grants-2010_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07709509B2

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