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Hydrochloric Acid → 2-(4-Cyclopropanesulfonylphenyl)-2-(2,4-difluoro-phenoxy)-N-thiazol-2-yl-acetamide

HRID 1889191
ノート
印刷プレビュー

反応式

HRID 1889191 の反応式
[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([O:17][C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=3[F:25])[C:14](O)=[O:15])=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:3][CH2:2]1.C(Cl)(=O)C(Cl)=O.[NH2:32][C:33]1[S:34][CH:35]=[CH:36][N:37]=1.Cl>C(Cl)Cl.N1C=CC=CC=1.CN(C=O)C>[CH:1]1([S:4]([C:7]2[CH:12]=[CH:11][C:10]([CH:13]([O:17][C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][C:19]=3[F:25])[C:14]([NH:32][C:33]3[S:34][CH:35]=[CH:36][N:37]=3)=[O:15])=[CH:9][CH:8]=2)(=[O:6])=[O:5])[CH2:2][CH2:3]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 21552-AminothiazoleHCID 65578Oxalyl chlorideHCID 596100322-(4-Cyclopropylsulfonylphenyl)-2-(2,4-difluorophenoxy)acetic acid

生成物 1

HCID 252619862-(4-Cyclopropanesulfonylphenyl)-2-(2,4-difluoro-phenoxy)-N-thiazol-2-yl-acetamide

試薬・触媒・溶媒 3

HCID 1049
Pyridine
溶媒
HCID 6228Dimethylformamide溶媒
HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

Procedure-B: 2-(4-cyclopropanesulfonylphenyl)-2-(2,4-difluorophenoxy)acetic acid (obtained in step III) was dissolved in DCM. To this solution was added DMF and cooled to 0° C., followed by the addition of oxalyl chloride under stirring. To this mixture, a solution of 2-aminothiazole and pyridine in DCM was added drop wise at 0° C. and was stirred further for 4 h. at room temperature. The reaction mixture was poured into 1N aqueous HCl under stirring, organic layer was again washed with 1N HCl, followed by 5% brine, dried over anhydrous sodium sulfate, solvent was removed under reduced pressure to get the crude compound which was purified by flash chromatography to get the title product.

後処理

  1. stirringwas stirred further for 4 h. at room temperature
  2. stirringunder stirring
  3. washorganic layer was again washed with 1N HCl
  4. dry with materialdried over anhydrous sodium sulfate, solvent
  5. customwas removed under reduced pressure
  6. customto get the crude compound which
  7. customwas purified by flash chromatography

出典と根拠

ORDレコード
ord-858908bd6c2647f28cbca513b0f22db2
出典データセット
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08501955B2

反応ノート

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