Cesium carbonate → (2-{2-[(2R)-2-carbamoylmethyl-4-(4-fluoro-benzyl)-piperazin-1-yl]-2-oxo-ethoxy}-5-chloro-phenoxy)-acetic Acid tert-butyl Ester

HRID 11707ノート

反応式

HRID 11707 の反応式
[Cl:1][C:2]1[CH:29]=[CH:28][C:5]([O:6][CH2:7][C:8]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)[CH2:12][C@H:11]2[CH2:24][C:25]([NH2:27])=[O:26])=[O:9])=[C:4]([OH:30])[CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:38][C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40]>O1CCOCC1>[C:42]([O:41][C:39](=[O:40])[CH2:38][O:30][C:4]1[CH:3]=[C:2]([Cl:1])[CH:29]=[CH:28][C:5]=1[O:6][CH2:7][C:8]([N:10]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[CH2:12][C@H:11]1[CH2:24][C:25](=[O:26])[NH2:27])=[O:9])([CH3:45])([CH3:44])[CH3:43]

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 79177tert-Butyl bromoacetateHCID 69655726(2R)-2-[1-[(4-Chloro-2-hydroxy-phenoxy)-acetyl]-4-(4-fluoro-benzyl)-piperazin-2-yl]-acetamide

生成物 1

HCID 69656159(2-{2-[(2R)-2-carbamoylmethyl-4-(4-fluoro-benzyl)-piperazin-1-yl]-2-oxo-ethoxy}-5-chloro-phenoxy)-acetic Acid tert-butyl Ester収率 87.5%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

(2R)-2-[1-[(4-Chloro-2-hydroxy-phenoxy)-acetyl]-4-(4-fluoro-benzyl)-piperazin-2-yl]-acetamide (0.070 g, 0.16 mmol), cesium carbonate (0.078 g, 0.24 mmol) and tert-butyl bromoacetate (0.038 g, 0.028 mL, 0.193 mmol) were stirred in dioxane (2 mL). After 2.5 days, the solution was filtered, concentrated and chromatographed on silica gel to yield the title compound as a white solid (0.077 g).

後処理

  1. filtrationthe solution was filtered
  2. concentrationconcentrated
  3. customchromatographed on silica gel

出典と根拠

ORDレコード
ord-cf0e8160df2f4b5284c3b3935cb1a9cb
出典データセット
uspto-grants-2006_08
特許番号
US07098212B2

反応ノート

読み込み中…