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Cesium carbonate → 2-{4-[4-(2-Methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylmethoxy]-2-methyl-phenoxy}-2-methyl-propionic acid ethyl ester

HRID 1242467
ノート
印刷プレビュー

反応式

HRID 1242467 の反応式
Cl[CH2:2][C:3]1[C:4]([CH2:20][CH2:21][O:22][CH3:23])=[N:5][C:6]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)=[N:7][C:8]=1[CH3:9].[CH2:24]([O:26][C:27](=[O:40])[C:28]([O:31][C:32]1[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][C:33]=1[CH3:39])([CH3:30])[CH3:29])[CH3:25].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C.CCOCC>[CH2:24]([O:26][C:27](=[O:40])[C:28]([O:31][C:32]1[CH:37]=[CH:36][C:35]([O:38][CH2:2][C:3]2[C:4]([CH2:20][CH2:21][O:22][CH3:23])=[N:5][C:6]([C:10]3[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=3)=[N:7][C:8]=2[CH3:9])=[CH:34][C:33]=1[CH3:39])([CH3:29])[CH3:30])[CH3:25]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 10796Cesium carbonateHCID 16756990Ethyl 2-(4-hydroxy-2-methylphenoxy)-2-methylpropanoateHCID 219357495-Chloromethyl-4-(2-methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidine

生成物 1

HCID 670724142-{4-[4-(2-Methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylmethoxy]-2-methyl-phenoxy}-2-methyl-propionic acid ethyl ester収率 51.8%

試薬・触媒・溶媒 2

HCID 3283
Diethyl Ether
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

A solution of 350 mg (1 mmol) 5-chloromethyl-4-(2-methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidine (example 118G]), 235 mg (1 mmol) 2-(4-hydroxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester (described in WO 02/092590) and 417 mg (1 mmol) cesium carbonate in 5 ml DMF was stirred for 3 h at RT. The reaction mixture was taken up in ether and washed with 1N HCl and water. After purification of the crude product by chromatography over silica gel with AcOEt/heptane 1:3, 283 mg of pure 2-{4-[4-(2-methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylmethoxy]-2-methyl-phenoxy}-2-methyl-propionic acid ethyl ester was isolated.

後処理

  1. washwashed with 1N HCl and water
  2. customAfter purification of the crude product by chromatography over silica gel with AcOEt/heptane 1:3

出典と根拠

ORDレコード
ord-90b8e88239b34fb28431dc7ad0348747
出典データセット
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07115611B2

反応ノート

読み込み中…

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