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Methyl chloroformate → Methyl 2-(4,6-dimethoxypyrimidin-2-yl)-2-fluoro-2-phenylacetate

HRID 1440963
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HRID 1440963 반응식
C([Li])CCC.C(NC(C)C)(C)C.[CH3:13][O:14][C:15]1[CH:20]=[C:19]([O:21][CH3:22])[N:18]=[C:17]([CH:23]([F:30])[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[N:16]=1.Cl[C:32]([O:34][CH3:35])=[O:33].[Cl-].[NH4+]>O1CCCC1>[CH3:22][O:21][C:19]1[CH:20]=[C:15]([O:14][CH3:13])[N:16]=[C:17]([C:23]([F:30])([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[C:32]([O:34][CH3:35])=[O:33])[N:18]=1
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참가 물질

7

반응물 5

HCID 6586Methyl chloroformateHCID 7912DiisopropylamineHCID 25517Ammonium ChlorideHCID 541012184,6-Dimethoxy-2-(alpha-fluorobenzyl) pyrimidineHCID 178418339Butyllithium

생성물 1

HCID 22420764Methyl 2-(4,6-dimethoxypyrimidin-2-yl)-2-fluoro-2-phenylacetate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매3회

실험 절차

n-Butyllithium (2.5M in hexane, 1.7 ml) was added to diisopropylamine (0.59 ml) under nitrogen in dry tetrahydrofuran (15 ml) at -78° C. This solution was stirred for 30 minutes, then a solution of the product of stage (a) above (1.0 g) in tetrahydrofuran (10 ml) was added over 20 minutes. Methyl chloroformate (0.4 g) in dry tetrahydrofuran (10 ml) was added over 15 minutes at -78° C., and the reaction mixture was allowed to warm slowly to room temperature, after which it was added to aqueous ammonium chloride solution. The mixture was extracted with ether, the extracts being washed with water, dried over magnesium sulfate, and evaporated to dryness to give 1.08 g of the desired product, identical to that of Method A above.

후처리

  1. extractionThe mixture was extracted with ether
  2. washthe extracts being washed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated to dryness

출처 및 근거

ORD 기록
ord-1b7bd2fdfe634330967fe57bb3cd7801
출처 데이터셋
uspto-grants-1996_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05502028

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