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Methyl [4,6-dichloro-2-(4-nitrobenzyl)pyrimidin-5-YL]acetate → HCID 59514483, 화합물

HRID 2422145
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HRID 2422145 반응식
[CH3:1][O:2][C:3](=[O:23])[CH2:4][C:5]1[C:6]([Cl:22])=[N:7][C:8]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][CH:14]=2)=[N:9][C:10]=1[Cl:11]>C1COCC1.[Pd]>[CH3:1][O:2][C:3](=[O:23])[CH2:4][C:5]1[C:6]([Cl:22])=[N:7][C:8]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=2)=[N:9][C:10]=1[Cl:11]
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참가 물질

4

반응물 1

HCID 50878583Methyl [4,6-dichloro-2-(4-nitrobenzyl)pyrimidin-5-YL]acetate

생성물 1

HCID 59514483HCID 59514483, 화합물수율 72%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8028Tetrahydrofuran용매

실험 절차

A solution of methyl[4,6-dichloro-2-(4-nitrobenzyl)pyrimidin-5-yl]acetate (2.00 g, 5.62 mmol) in anhydrous THF (50 mL) was treated with Pd/C (10% Pd, 0.200 g) and the resulting black suspension was stirred under an atmosphere of hydrogen at room temperature. After 16 hours, the reaction mixture was filtered over Celite and the residue rinsed with copious amounts of MeOH. The filtrate was concentrated in vacuo to give the crude product as a dark yellow oil which was chromatographed (silica gel, 40% EtOAc in n-hexane) to give methyl[2-(4-aminobenzyl)-4,6-dichloropyrimidin-5-yl]acetate (1.32 g, 72% yield) as a white powder.

후처리

  1. filtrationthe reaction mixture was filtered over Celite
  2. washthe residue rinsed with copious amounts of MeOH
  3. concentrationThe filtrate was concentrated in vacuo
  4. customto give the crude product as a dark yellow oil which
  5. customwas chromatographed (silica gel, 40% EtOAc in n-hexane)

출처 및 근거

ORD 기록
ord-257db6d094ff411489dd38cb3d5aa91c
출처 데이터셋
uspto-grants-2011_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07960393B2

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