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Methanol → 2-{4-[4-Cyclopropyl-2-(4-trifluoromethoxy-phenyl)-pyrimidin-5-ylmethylsulfanyl]-2-methyl-phenoxy}-2-methyl-propionic acid ethyl ester

HRID 1242505
ノート
印刷プレビュー

反応式

HRID 1242505 の反応式
Cl[CH2:2][C:3]1[C:4]([CH:20]2[CH2:22][CH2:21]2)=[N:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([O:15][C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=2)=[N:7][CH:8]=1.[CH2:23]([O:25][C:26](=[O:42])[C:27]([O:30][C:31]1[CH:36]=[CH:35][C:34]([S:37]C(=O)C)=[CH:33][C:32]=1[CH3:41])([CH3:29])[CH3:28])[CH3:24].CO.C([O-])([O-])=O.[Cs+].[Cs+]>C(#N)C>[CH2:23]([O:25][C:26](=[O:42])[C:27]([O:30][C:31]1[CH:36]=[CH:35][C:34]([S:37][CH2:2][C:3]2[C:4]([CH:20]3[CH2:22][CH2:21]3)=[N:5][C:6]([C:9]3[CH:14]=[CH:13][C:12]([O:15][C:16]([F:19])([F:18])[F:17])=[CH:11][CH:10]=3)=[N:7][CH:8]=2)=[CH:33][C:32]=1[CH3:41])([CH3:28])[CH3:29])[CH3:24]
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 4

HCID 887MethanolHCID 10796Cesium carbonateHCID 219356455-Chloromethyl-4-cyclopropyl-2-(4-trifluoromethoxy-phenyl)-pyrimidineHCID 865978202-(4-Acetylsulfanyl-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester

生成物 1

HCID 536278302-{4-[4-Cyclopropyl-2-(4-trifluoromethoxy-phenyl)-pyrimidin-5-ylmethylsulfanyl]-2-methyl-phenoxy}-2-methyl-propionic acid ethyl ester
収率 78.3%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

0.399 g (1.2 mmol) of 5-Chloromethyl-4-cyclopropyl-2-(4-trifluoromethoxy-phenyl)-pyrimidine (example 150D]) and 0.300 g (1.0 mmol) of 2-(4-acetylsulfanyl-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester (example 142C]) were dissolved in 2.0 ml of acetonitrile and 0.08 ml of MeOH and treated with 0.462 g (1.4 mmol) of Cs2CO3. After vigorous stirring for 27 h at ambient temperature and filtration, the solvent was evaporated and the residue redissolved in dichloromethane and filtered again and evaporated. Purification by flash chromatography (SiO2, dichloromethane/n-heptane 1:2 to 4:1 and then AcOEt) afforded 0.428 g of the title compound as colorless oil.

後処理

  1. filtrationfiltration
  2. customthe solvent was evaporated
  3. dissolutionthe residue redissolved in dichloromethane
  4. filtrationfiltered again
  5. customevaporated
  6. customPurification by flash chromatography (SiO2, dichloromethane/n-heptane 1:2 to 4:1

出典と根拠

ORDレコード
ord-95f1030987f24dc0897344210ed090ba
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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