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

HRID 880801
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HRID 880801 반응식
[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
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참가 물질

5

반응물 4

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

생성물 1

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

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온도
0 °C

실험 절차

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+).

후처리

  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

출처 및 근거

ORD 기록
ord-ee2cb496a6cb4bd3ac983a3bdb9388f1
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08993595B2

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