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

HRID 910854ノート

反応式

HRID 910854 の反応式
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

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 178478644HCID 178478644、化合物触媒HCID 313Hydrochloric Acid溶媒HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-07c0e2887a974e78b7f2c6f4eddd9aa9
出典データセット
uspto-grants-2011_09
特許番号
US08022248B2

反応ノート

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