Triethylamine → (E)-4-[3-Benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-2-methyl-but-3-enenitrile

HRID 660754

反応式

HRID 660754 の反応式
[CH3:1][CH:2]([CH:5]=[CH2:6])[C:3]#[N:4].[CH2:7]([O:14][C:15]1[CH:20]=[C:19](I)[CH:18]=[CH:17][C:16]=1[N:22]1[S:26](=[O:28])(=[O:27])[NH:25][C:24](=[O:29])[CH2:23]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(N(CC)CC)C>C1COCC1.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH2:7]([O:14][C:15]1[CH:20]=[C:19](/[CH:6]=[CH:5]/[CH:2]([CH3:1])[C:3]#[N:4])[CH:18]=[CH:17][C:16]=1[N:22]1[CH2:23][C:24](=[O:29])[NH:25][S:26]1(=[O:28])=[O:27])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 279092-Methyl-3-butenenitrileHCID 688386435-(2-Benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one

生成物 1

HCID 68839915(E)-4-[3-Benzyloxy-4-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-phenyl]-2-methyl-but-3-enenitrile

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
110 °C

実験手順

A mixture of 2-methyl-but-3-enenitrile (18 mg, 0.225 mmol), 5-(2-benzyloxy-4-iodophenyl)-1,1-dioxo-1,2,5-thiadiazolidin-3-one (50 mg, 0.113 mmol), Pd(OAc)2 (5 mg, 0.023 mmol) and triethylamine (11 mg, 0.107 mmol) in THF (3 mL) is placed in a microwave vial and heated at 110° C. for 10 min. The mixture is filtered and the filtrate concentrated. The residue is purified by reverse phase HPLC to give the title compound.

後処理

  1. filtrationThe mixture is filtered
  2. concentrationthe filtrate concentrated
  3. customThe residue is purified by reverse phase HPLC

出典と根拠

ORDレコード
ord-14f89c40c83145309f7346db4efbc780
出典データセット
uspto-grants-2011_12
特許番号
US08084448B2

関連ノート

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