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2-Mercaptobenzoic Acid → Ethyl 2-(4-acetamido-2-methyl-1H-indol-1-yl)acetate

HRID 2246711
ノート
印刷プレビュー

反応式

HRID 2246711 の反応式
[C:1]([OH:10])(=[O:9])[C:2]1C(=CC=CC=1)S.[C:11]([NH:14][C:15]1[CH:23]=[CH:22][CH:21]=[C:20]2[C:16]=1[CH:17](SC1C=CC(Cl)=CC=1)[C:18]([CH3:28])(CC(O)=O)[NH:19]2)(=[O:13])[CH3:12].F[C:38](F)(F)[C:39](O)=O>>[C:11]([NH:14][C:15]1[CH:23]=[CH:22][CH:21]=[C:20]2[C:16]=1[CH:17]=[C:18]([CH3:28])[N:19]2[CH2:2][C:1]([O:10][CH2:38][CH3:39])=[O:9])(=[O:13])[CH3:12]
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

4

反応物 3

HCID 54432-Mercaptobenzoic Acid2 回HCID 6422Trifluoroacetic acidHCID 669653494-(acetylamino)-3-[(4-chlorophenyl)thio]-2-methyl-1H-indole-acetic acid

生成物 1

HCID 59431286Ethyl 2-(4-acetamido-2-methyl-1H-indol-1-yl)acetate

反応条件

温度
60 °C

実験手順

Thiosalicylic acid was added to a solution of the product from Example 1 part (iv) (474 mg) in trifluoroacetic acid (10 ml) was added thiosalicylic acid (351 mg) and the resulting suspension was heated to 60° C. for 4 hours. The mixture was concentrated in vacuo and the residue dissolved in EtOAc and washed with NaHCO3 (aq), brine, dried (MgSO4) and evaporated to give crude material. Purification by column chromatography (50% EtOAc/hexane as eluent) gave the sub-title compound (0.13 g).

後処理

  1. concentrationThe mixture was concentrated in vacuo
  2. dissolutionthe residue dissolved in EtOAc
  3. washwashed with NaHCO3 (aq), brine
  4. dry with materialdried (MgSO4)
  5. customevaporated
  6. customto give crude material
  7. customPurification by column chromatography (50% EtOAc/hexane as eluent)

出典と根拠

ORDレコード
ord-f0a0cca00f984f35a7fdf98d11e93854
出典データセット
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07687535B2

反応ノート

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