2-(Trifluoroacetyl)-1,2,3,4-tetrahydroisoquinoline-7-sulfonyl chloride → 1-(Pyridin-4-yl)-4-(2-trifluoroacetyl-1,2,3,4-tetrahydroisoquinolin-7-ylsulfonylaminomethyl)piperidine-4-carboxylic acid ethyl ester

HRID 412608ノート

反応式

HRID 412608 の反応式
Br.Br.[CH2:3]([O:5][C:6]([C:8]1([CH2:20][NH2:21])[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])[CH3:4].Cl[S:23]([C:26]1[CH:35]=[C:34]2[C:29]([CH2:30][CH2:31][N:32]([C:36](=[O:41])[C:37]([F:40])([F:39])[F:38])[CH2:33]2)=[CH:28][CH:27]=1)(=[O:25])=[O:24]>N1C=CC=CC=1>[CH2:3]([O:5][C:6]([C:8]1([CH2:20][NH:21][S:23]([C:26]2[CH:35]=[C:34]3[C:29]([CH2:30][CH2:31][N:32]([C:36](=[O:41])[C:37]([F:40])([F:38])[F:39])[CH2:33]3)=[CH:28][CH:27]=2)(=[O:24])=[O:25])[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=[O:7])[CH3:4]

参加物

4

反応物 2

HCID 113249022-(Trifluoroacetyl)-1,2,3,4-tetrahydroisoquinoline-7-sulfonyl chlorideHCID 696973274-Aminomethyl-1-(pyridin-4-yl)piperidine-4-carboxylic acid ethyl ester dihydrobromide

生成物 1

HCID 865907251-(Pyridin-4-yl)-4-(2-trifluoroacetyl-1,2,3,4-tetrahydroisoquinolin-7-ylsulfonylaminomethyl)piperidine-4-carboxylic acid ethyl ester収率 48.1%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To 4-aminomethyl-1-(pyridin-4-yl)piperidine-4-carboxylic acid ethyl ester dihydrobromide (423 mg) were added pyridine (2 ml) and 7-chlorosulfonyl-2-trifluoroacetyl-1,2,3,4-tetrahydroisoquinoline (273 mg), and the mixture was stirred at room temperature for 2 hours. After completion of the reaction, the solvent was evaporated and water was added. The mixture was extracted with chloroform and the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated and the obtained residue was purified by silica gel column chromatography (chloroform:methanol=4:1) and dried under reduced pressure to give the title compound (222 mg).

後処理

  1. customAfter completion of the reaction
  2. customthe solvent was evaporated
  3. additionwater was added
  4. extractionThe mixture was extracted with chloroform
  5. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  6. customThe solvent was evaporated
  7. customthe obtained residue was purified by silica gel column chromatography (chloroform:methanol=4:1)
  8. customdried under reduced pressure

出典と根拠

ORDレコード
ord-edc995e474914abeab1f7dda054d6543
出典データセット
uspto-grants-2003_05
特許番号
US06562828B1

反応ノート

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