反应 #84051

ord-6992c5cb27204b3e83ffb979c478ad2b

反应方程式

O=C(O)c1c(F)c(F)c(O)c(F)c1F
polymeric support resin
O=C(O)c1c(F)c(F)c(O)c(F)c1F
4-Hydroxy-2,3,5,6-tetrafluorobenzoic acid
Cl.O=C(O)CC1CN2CCC1CC2
1-azabicyclo[2.2.2]oct-3-ylacetic acid hydrochloride
CC(C)N=C=NC(C)C
N,N′-diisopropylcarbodiimide
O=C(CC1CN2CCC1CC2)Oc1c(F)c(F)c(C(=O)O)c(F)c1F
polymer-bound title compound
O=C(CC1CN2CCC1CC2)Oc1c(F)c(F)c(C(=O)O)c(F)c1F
(2-(1-Azabicyclo[2.2.2]oct-3-yl)acetoxy}-2,3,5,6-tetrafluorobenzoic acid

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    过滤The resin is filtered off with suction
  2. 2
    洗涤washed twice each with 20 ml each of DMF, THF and DCM
  3. 3
    其他dried under high vacuum

实验过程

2 g of the polymeric support resin from Example 8A (loading about 1.36 mmol/g, 2.72 mmol) are suspended in 20 ml of DMF and shaken with 1.23 g (5.98 mmol) of 1-azabicyclo[2.2.2]oct-3-ylacetic acid hydrochloride and 130 mg (1.09 mmol) of DMAP for 10 min. Then 1.06 ml (6.80 mmol) of N,N′-diisopropylcarbodiimide are added, and the mixture is shaken overnight. The resin is filtered off with suction, washed twice each with 20 ml each of DMF, THF and DCM and dried under high vacuum. 2.318 g of the polymer-bound title compound are obtained.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US09433614B2uspto-grants-2016_09