반응 #84051

ord-6992c5cb27204b3e83ffb979c478ad2b

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    여과The resin is filtered off with suction
  2. 2
    세척washed twice each with 20 ml each of DMF, THF and DCM
  3. 3
    기타dried under high vacuum

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09433614B2uspto-grants-2016_09