反応 #1483077

ord-7d57691e8f6b4d8ca9c8631a0e278a01

反応方程式

COC(=O)c1ccc2c(c1)c(Cc1ccc(NC(=O)c3ccccc3)cc1)cn2C
3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester
[Na+].[OH-]
sodium hydroxide
CO
methanol
O
water
Cn1cc(Cc2ccc(NC(=O)c3ccccc3)cc2)c2cc(C(=O)O)ccc21
3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid
収率 98.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    濃縮concentrated in vacuo
  2. 2
    workup.ADDITIONThe remaining residue was diluted with ethyl acetate (20 mL)
  3. 3
    洗浄washed with 1N HCl (20 mL)
  4. 4
    乾燥The organic layer was dried over MgSO4
  5. 5
    ろ過filtered
  6. 6
    濃縮concentrated

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).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08900565B2uspto-grants-2014_12