huagongshe.com
HRID1171528

反应详情

EQUATION

反应方程式

HRID 1171528 的结构方程式

REACTANTS

反应物

3
结构：FC(F)(F)c1ccc2nccc(Cl)c2c1
HCID2736711

4-chloro-6-(trifluoromethyl)quinoline

C10H5ClF3N

结构：CC(C)(C)[O-].[Na+]
HCID23676156

Sodium t-butoxide

C4H9NaO

结构：CCC[C@@H]1C[C@H](N(C)C(C)C)CC[C@@H]1N1CC[C@H](N)C1=O
HCID68767742

未命名化合物

PRODUCTS

生成物

2
结构：CCC[C@@H]1C[C@H](N(C)C(C)C)CC[C@@H]1N1CC[C@@H](Nc2ccnc3ccc(C(F)(F)F)cc23)C1=O
HCID68765625

未命名化合物

结构：CCC[C@@H]1C[C@H](N(C)C(C)C)CC[C@@H]1N1CC[C@H](Nc2ccnc3ccc(C(F)(F)F)cc23)C1=O
HCID68765878

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：Cc1ccccc1
溶剂HCID1140

Toluene

C7H8

CONDITIONS

反应条件

温度
80 °C

PROCEDURE

实验过程

To a solution of (S)-3-amino-1-((1S,2R,4R)-4-(isopropyl(methyl)amino)-2-propylcyclohexyl)pyrrolidin-2-one (100 mg) in toluene (2 mL) was added sodium tert-butoxide (42 mg), acetato(2′-di-t-butylphosphino-1,1′-diphenyl-2-yl)palladium(II) (7.8 mg), and 4-chloro-6-(trifluoromethyl)quinoline (102.3 mg). The mixture was heated at 80° C. for 14 h before it was filtered and concentrated in vacuo. The residue was purified by chiral chromatography (OD column, 80/20/0.1 hexane/iPrOH/Et2NH as mobile phase) to afford (R)-1-((1S,2R,4R)-4-(isopropyl(methyl)amino)-2-propylcyclohexyl)-3-(6-(trifluoromethyl)quinolin-4-ylamino)pyrrolidin-2-one [8 mg; MS found: (M+H)+=491.3] and (S)-1-((1S,2R,4R)-4-(isopropyl(methyl)amino)-2-propylcyclohexyl)-3-(6-(trifluoromethyl)quinolin-4-ylamino)pyrrolidin-2-one [18 mg; MS found: (M+H)+=491.3].

WORKUP

后处理

  1. filtrationwas filtered
  2. concentrationconcentrated in vacuo
  3. customThe residue was purified by chiral chromatography (OD column, 80/20/0.1 hexane/iPrOH/Et2NH as mobile phase)