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4-(2,6-Dichloropyrimidin-4-yl)morpholine → 4-Chloro-2-(4-ethoxy-4-oxo-butyl)-6-morpholinopyrimidine

HRID 2120557
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HRID 2120557 반응식
[Br-].[CH2:2]([O:4][C:5](=[O:10])[CH2:6][CH2:7][CH2:8][Zn+])[CH3:3].Cl[C:12]1[N:17]=[C:16]([Cl:18])[CH:15]=[C:14]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[N:13]=1>C1COCC1.[CH2-]C1C=CC=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.Cl[Pd+]>[Cl:18][C:16]1[CH:15]=[C:14]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[N:13]=[C:12]([CH2:8][CH2:7][CH2:6][C:5]([O:4][CH2:2][CH3:3])=[O:10])[N:17]=1
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참가 물질

5

반응물 2

HCID 115866994-(2,6-Dichloropyrimidin-4-yl)morpholineHCID 178471550HCID 178471550, 화합물

생성물 1

HCID 220469094-Chloro-2-(4-ethoxy-4-oxo-butyl)-6-morpholinopyrimidine수율 33%

시약·촉매·용매 2

HCID 11007180Palladium(2+) chloride phenylmethanide--triphenylphosphane (1/1/1/2)촉매HCID 8028Tetrahydrofuran
용매

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온도
60 °C

실험 절차

A mixture of 4-ethoxy-4-oxo-butylzinc bromide (50 mL 0.5M in THF, 25 mmol), 2,4-dichloro-6-morpholinopyrimidine (4.68 g, 20.0 mmol) and trans-benzyl(chloro)bis(triphenylphosphine)palladium(II) (0.15 g, 0.2 mmol) in THF (total volume 80 mL) was stirred at 60° C. for 2 days. After routine workup, flash chromatography purification was performed to obtain 4-chloro-2-(4-ethoxy-4-oxo-butyl)-6-morpholinopyrimidine as a white solid (2.073 g, 6.60 mmol, 33.0%).

후처리

  1. customAfter routine workup, flash chromatography purification

출처 및 근거

ORD 기록
ord-0d7e38c167034ae8ba5e6146169c71d4
출처 데이터셋
uspto-grants-2004_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06693097B2

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