Cesium fluoride → N-[4-chloro-2-[2-chloro-4-(5-pyrimidinyl)phenoxy]phenyl]-glycine, ethyl ester

HRID 910854노트

반응식

HRID 910854 반응식
Br[C:2]1[CH:22]=[CH:21][C:5]([O:6][C:7]2[CH:12]=[C:11]([Cl:13])[CH:10]=[CH:9][C:8]=2[NH:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:4]([Cl:23])[CH:3]=1.[F-].[Cs+].[N:26]1[CH:31]=[C:30](B(O)O)[CH:29]=[N:28][CH:27]=1>O1CCOCC1.Cl.[Cl-].[Cl-].C1(P([C-]2C=CC=C2)C2C=CC=CC=2)C=CC=CC=1.[CH-]1C=CC=C1.[Fe+2].[Pd+2]>[Cl:13][C:11]1[CH:10]=[CH:9][C:8]([NH:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:7]([O:6][C:5]2[CH:21]=[CH:22][C:2]([C:30]3[CH:31]=[N:26][CH:27]=[N:28][CH:29]=3)=[CH:3][C:4]=2[Cl:23])[CH:12]=1

참가 물질

7

반응물 3

HCID 25953Cesium fluorideHCID 2795193(Pyrimidin-5-yl)boronic acidHCID 131729190N-[2-(4-bromo-2-chlorophenoxy)-4-chlorophenyl]-glycine, ethyl ester

생성물 1

HCID 131729189N-[4-chloro-2-[2-chloro-4-(5-pyrimidinyl)phenoxy]phenyl]-glycine, ethyl ester

시약·촉매·용매 3

HCID 178478644HCID 178478644, 화합물촉매HCID 313Hydrochloric Acid용매HCID 312751,4-Dioxane용매

실험 절차

The subtitle compound was prepared by using the product from example 30 step ii) (0.20 g) which was dissolved in dry dioxane (10 ml). Cesium fluoride (0.15 g) followed by pyrimidine-5-boronic acid (0.058 g) and Palladium(diphenylphosphinoferrocene) dichloride (0.017 g) were added and the mixture was heated at 80 C for 10 hours. The mixture was diluted with 2M HCl, extracted with ethyl acetate, dried and concentrated under reduced pressure to give an oil. Yield 0.20 g.

후처리

  1. additionwere added
  2. temperaturethe mixture was heated at 80 C for 10 hours
  3. extractionextracted with ethyl acetate
  4. customdried
  5. concentrationconcentrated under reduced pressure
  6. customto give an oil

출처 및 근거

ORD 기록
ord-07c0e2887a974e78b7f2c6f4eddd9aa9
출처 데이터셋
uspto-grants-2011_09
특허 번호
US08022248B2

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