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Water → HCID 68110364, 화합물

HRID 1752485
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HRID 1752485 반응식
[CH3:1][O:2][C:3]([C:5]1[C:10]([NH2:11])=[N:9][C:8](Cl)=[CH:7][N:6]=1)=[O:4].[CH2:13]([Sn](CCCC)(CCCC)C=C)[CH2:14]CC.[Cl-].[Li+].O>CN(C=O)C.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:1][O:2][C:3]([C:5]1[C:10]([NH2:11])=[N:9][C:8]([CH:13]=[CH2:14])=[CH:7][N:6]=1)=[O:4]
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참가 물질

7

반응물 4

HCID 962WaterHCID 81998TributylvinyltinHCID 433294Lithium ChlorideHCID 53417426Methyl 3-amino-5-chloropyrazine-2-carboxylate

생성물 1

HCID 68110364HCID 68110364, 화합물

시약·촉매·용매 2

HCID 178418476HCID 178418476, 화합물촉매
HCID 6228
Dimethylformamide
용매

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온도
85 °C

실험 절차

To a mixture of 3-amino-5-chloro-pyrazine-2-carboxylic acid methyl ester (GB 1248146, 161 mg 0.86 mmol), tributyl(vinyl)tin (0.352 ml, 1.204 mmol) and lithium chloride (102 mg, 2.498 mmol) in DMF (4 ml) was added PdCl2(PPh3)2 (30.2 mg, 0.043 mmol) and the mixture was heated to 85° C. for 2.5 h. After cooling to room temperature water was added and the mixture was extracted with EtOAc, the combined organic layers were washed with water and half saturated aq. NaCl, dried with Na2SO4 and evaporated. The residue was purified by chromatography on silica gel (cyclohexane to cyclohexane/EtOAc 1:9) to provide the title compound as yellow solid.

후처리

  1. additionwas added
  2. extractionthe mixture was extracted with EtOAc
  3. washthe combined organic layers were washed with water and half saturated aq. NaCl
  4. dry with materialdried with Na2SO4
  5. customevaporated
  6. customThe residue was purified by chromatography on silica gel (cyclohexane to cyclohexane/EtOAc 1:9)

출처 및 근거

ORD 기록
ord-5d0db4964ef7432bb2f515f7c8c08628
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09163011B2

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