반응 #1702080

ord-e803529905e74d3794b9fc2f21ac6749

반응 방정식

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
수율 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
수율 46.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    세척The resulting solution was washed with water
  2. 2
    건조the organic phase was dried over sodium sulfate
  3. 3
    여과filtered
  4. 4
    기타Evaporation

실험 절차

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%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08765728B2uspto-grants-2014_07