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Pyridinium chloride → N-(4-(Dimethylphosphoryl)phenyl)-9-vinyl-9H-purin-6-amine

HRID 655794
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HRID 655794 반응식
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH:11]=[CH2:12].[CH3:13][P:14]([CH3:23])([C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1)=[O:15].Cl.N1C=CC=CC=1>C(OCCO)C>[CH3:23][P:14]([C:16]1[CH:22]=[CH:21][C:19]([NH:20][C:2]2[N:10]=[CH:9][N:8]=[C:7]3[C:3]=2[N:4]=[CH:5][N:6]3[CH:11]=[CH2:12])=[CH:18][CH:17]=1)([CH3:13])=[O:15]
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참가 물질

5

반응물 3

HCID 10176127Pyridinium chlorideHCID 109541366-Chloro-9-vinyl-9H-purineHCID 206345534-(Dimethylphosphoryl)aniline

생성물 1

HCID 68925961N-(4-(Dimethylphosphoryl)phenyl)-9-vinyl-9H-purin-6-amine

시약·촉매·용매 1

HCID 8076Glycol monoethyl ether용매

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온도
160 °C

실험 절차

A mixture of 6-chloro-9-vinylpurine (0.18 g, 1 mmol), 4-dimethylphosphinylaniline (0.17 g, 1 mmol), and pyridine hydrochloride (0.11 g, 1 mmol) was dissolved in 2-ethoxyethanol (2 mL). The resulting solution was heated at 160° C. for 10 minutes under microwave irradiation. The mixture was concentrated to dryness on a rotavap. EtOAc and aq. NaHCO3 were added. The aqueous layer was extracted with ethyl acetate and the combined organic layers were dried over sodium sulfate, concentrated on a rotavap, and then subjected to silica gel column chromatography (eluent: 10% methanol/methylene chloride) yielding the desired product.

후처리

  1. concentrationThe mixture was concentrated to dryness on a rotavap
  2. additionEtOAc and aq. NaHCO3 were added
  3. extractionThe aqueous layer was extracted with ethyl acetate
  4. dry with materialthe combined organic layers were dried over sodium sulfate
  5. concentrationconcentrated on a rotavap

출처 및 근거

ORD 기록
ord-02834ddfa82945d3bcfe0397c4dbb1f0
출처 데이터셋
uspto-grants-2011_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08071609B2

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