反応 #1702080

ord-e803529905e74d3794b9fc2f21ac6749

反応方程式

ClCCl
dichloromethane
CC(C)=O
acetone
COc1ccc2c(c1)CN(C1CC1)C(=O)CCN2CC(=O)c1ccc(F)cc1
5-cyclopropyl-1-(2-(4-fluorophenyl)-2-oxoethyl)-8-methoxy-2,3,5,6-tetrahydrobenzo[b][1,5]diazocin-4(1H)-one
[BH4-].[Na+]
sodium borohydride
COc1ccc2c(c1)CN(C1CC1)C(=O)CCN2CC(O)c1ccc(F)cc1
desired product
収率 46.0%
COc1ccc2c(c1)CN(C1CC1)C(=O)CCN2CC(O)c1ccc(F)cc1
5-cyclopropyl-1-(2-(4-fluorophenyl)-2-hydroxyethyl)-8-methoxy-2,3,5,6-tetrahydrobenzo[b][1,5]diazocin-4(1H)-one
収率 46.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    洗浄The resulting solution was washed with water
  2. 2
    乾燥the organic phase was dried over sodium sulfate
  3. 3
    ろ過filtered
  4. 4
    その他Evaporation

実験手順

To a solution of 5-cyclopropyl-1-(2-(4-fluorophenyl)-2-oxoethyl)-8-methoxy-2,3,5,6-tetrahydrobenzo[b][1,5]diazocin-4(1H)-one (65.0 mg, 0.170 mmol) from Example 5 in ethanol (1 ml) was added sodium borohydride (6.4 mg, 0.170 mmol) and the reaction mixture was stirred at room temperature over weekend. Then was added acetone (0.062 ml) followed by dilution with dichloromethane. The resulting solution was washed with water and the organic phase was dried over sodium sulfate and filtered. Evaporation gave the desired product (30 mg, 46%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08765728B2uspto-grants-2014_07