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Dichloromethane → HCID 22182461、化合物

HRID 1796810
ノート
印刷プレビュー

反応式

HRID 1796810 の反応式
ClCCl.[CH3:4][NH:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH2:24][C:25]3[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:26]=3[CH3:32])=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH:10]([C:33]23OCC(C)(C[O:38]2)C[O:34]3)[CH:9]1[CH3:42])=[O:7].FC(F)(F)C(O)=O>O>[F:31][C:29]1[CH:28]=[CH:27][C:26]([CH3:32])=[C:25]([CH:30]=1)[CH2:24][O:23][C:20]1[CH:19]=[CH:18][C:17]([S:14]([N:11]2[CH2:12][CH2:13][N:8]([C:6](=[O:7])[NH:5][CH3:4])[CH:9]([CH3:42])[CH:10]2[C:33]([OH:38])=[O:34])(=[O:16])=[O:15])=[CH:22][CH:21]=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

5

反応物 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 69597599HCID 69597599、化合物

生成物 1

HCID 22182461HCID 22182461、化合物収率 102.7%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
40 °C

実験手順

To a dichloromethane (7 ml) solution of 4-[4-(5-fluoro-2-methyl-benzyloxy)-benzenesulfonyl]-2-methyl-3-(4-methyl-2,6,7-trioxa-bicyclo[2.2.2]oct-1-yl)-piperazine-1-carboxylic acid methylamide (compound of formula XLIV, 376 mg, 0.67 mmol) at about 23° C. was added water (0.14 ml) and trifluoroacetic acid (0.14 ml). The reaction mixture was stirred for about 0.5 hour then was concentrated in vacuo. The residue was diluted with methanol (20 ml) and water (6 ml) and cesium carbonate (45 ml of a 10% solution in water) was added to the mixture. The reaction mixture was heated to about 40° C. for about 24 hours then was cooled to about 23° C., acidified with hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with brine and dried with sodium sulfate and concentrated in vacuo, to give 330 mg of a compound of formula XLVI.

後処理

  1. concentrationthen was concentrated in vacuo
  2. additionThe residue was diluted with methanol (20 ml) and water (6 ml) and cesium carbonate (45 ml of a 10% solution in water)
  3. additionwas added to the mixture
  4. temperaturethen was cooled to about 23° C.
  5. extractionextracted with ethyl acetate
  6. washThe organic layer was washed with brine
  7. dry with materialdried with sodium sulfate
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-c33980ed2ba74a3cafe5ed8fb8bef2eb
出典データセット
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07030242B2

反応ノート

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