2-(Tri-n-butylstannyl)thiophene → 7-Amino-4-(thiophen-2-yl)isoindolinone

HRID 21095

反応式

HRID 21095 の反応式
[NH2:1][C:2]1[CH:3]=[CH:4][C:5](Br)=[C:6]2[C:10]=1[C:9](=[O:11])[NH:8][CH2:7]2.C([Sn](CCCC)(CCCC)[C:18]1[S:19][CH:20]=[CH:21][CH:22]=1)CCC>C1COCC1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([C:18]2[S:19][CH:20]=[CH:21][CH:22]=2)=[C:6]2[C:10]=1[C:9](=[O:11])[NH:8][CH2:7]2

参加物

5

反応物 2

HCID 27793732-(Tri-n-butylstannyl)thiopheneHCID 197019327-Amino-4-bromo-2,3-dihydroisoindol-1-one

生成物 1

HCID 684924787-Amino-4-(thiophen-2-yl)isoindolinone収率 54%

試薬・触媒・溶媒 2

HCID 178418476HCID 178418476、化合物触媒HCID 8028Tetrahydrofuran溶媒

実験手順

In a similar manner to Step 1 of Example 10, 7-amino-4-bromoisoindolinone (404 mg, 1.78 mmol) was dissolved in THF (20 mL), and the solution was treated with 2-(tributylstannyl)thiophene (1.13 mL, 3.56 mmol) and bis(triphenylphosphine)dichloropalladium (100 mg, 0.142 mmol), followed by purification by preparative thin-layer chromatography (chloroform/methanol=12/1) to obtain 7-amino-4-(thiophen-2-yl)isoindolinone (220 mg, yield 54%).

後処理

  1. customfollowed by purification by preparative thin-layer chromatography (chloroform/methanol=12/1)

出典と根拠

ORDレコード
ord-4bfbc436ac3f44c8b9a69949eb1f4ac1
出典データセット
uspto-grants-2010_06
特許番号
US07745641B2

関連ノート

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