Methanol → 3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid

HRID 2205422ノート

反応式

HRID 2205422 の反応式
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[N:10]([CH3:14])[CH:9]=[C:8]2[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([NH:22][C:23](=[O:30])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)=[CH:18][CH:17]=1)=[O:4].[OH-].[Na+].CO.O>C1COCC1>[C:23]([NH:22][C:19]1[CH:18]=[CH:17][C:16]([CH2:15][C:8]2[C:7]3[C:11](=[CH:12][CH:13]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=3)[N:10]([CH3:14])[CH:9]=2)=[CH:21][CH:20]=1)(=[O:30])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

参加物

6

反応物 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 694530373-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester

生成物 1

HCID 694497313-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid収率 98%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester (69 mg, 0.17 mmol), sodium hydroxide (21 mg, 0.52 mmol), methanol (3 mL), water (1 mL) and THF (3 mL) was heated to 60° C. for 24 hr. The reaction solution was then cooled to room temperature and concentrated in vacuo. The remaining residue was diluted with ethyl acetate (20 mL) and washed with 1N HCl (20 mL). The organic layer was dried over MgSO4, filtered and concentrated to provide 3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid (64 mg, 98% yield).

後処理

  1. concentrationconcentrated in vacuo
  2. additionThe remaining residue was diluted with ethyl acetate (20 mL)
  3. washwashed with 1N HCl (20 mL)
  4. dry with materialThe organic layer was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-56a75832ce9a4ec4a1e012ad3350f535
出典データセット
uspto-grants-2016_06
特許番号
US09371281B2

反応ノート

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