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4-Methoxybenzyl alcohol → 4-Chloro-6-(4-methoxy-benzyloxy)-2-(4-trifluoromethyl-thiazol-2-yl)pyrimidine

HRID 530738
ノート
印刷プレビュー

反応式

HRID 530738 の反応式
[H-].[Na+].Cl[C:4]1[CH:9]=[C:8]([Cl:10])[N:7]=[C:6]([C:11]2[S:12][CH:13]=[C:14]([C:16]([F:19])([F:18])[F:17])[N:15]=2)[N:5]=1.[CH3:20][O:21][C:22]1[CH:29]=[CH:28][C:25]([CH2:26][OH:27])=[CH:24][CH:23]=1.C([O-])(O)=O.[Na+]>>[Cl:10][C:8]1[CH:9]=[C:4]([O:27][CH2:26][C:25]2[CH:28]=[CH:29][C:22]([O:21][CH3:20])=[CH:23][CH:24]=2)[N:5]=[C:6]([C:11]2[S:12][CH:13]=[C:14]([C:16]([F:19])([F:18])[F:17])[N:15]=2)[N:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 4

HCID 77384-Methoxybenzyl alcoholHCID 24758Sodium hydrideHCID 516892Sodium BicarbonateHCID 582826244,6-Dichloro-2-(4-trifluoromethyl-thiazol-2-yl)-pyrimidine

生成物 1

HCID 582826474-Chloro-6-(4-methoxy-benzyloxy)-2-(4-trifluoromethyl-thiazol-2-yl)pyrimidine収率 89%

反応条件

温度
0 °C

実験手順

NaH (60% in oil) (1.49 g, 1 eq.) was added portionwise to a stirred solution of compound 284 (11.2 g, 1 eq.) and 4-methoxybenzyl alcohol (5.15 g, 1 eq.). The reaction mixture was stirred at 0° C. for 1 hr and saturated NaHCO3 solution was added. The combined organic layers were dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue obtained was triturated in pentane to yield compound 285 as a beige solid in 89% yield. MS (ESI, EI+): m/z=402 (MH+).

後処理

  1. dry with materialThe combined organic layers were dried over Na2SO4
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure
  4. customThe residue obtained
  5. customwas triturated in pentane

出典と根拠

ORDレコード
ord-7697ca59ae7c4644885cd68cfd301bde
出典データセット
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09353100B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート