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4-Cyclohexylbenzenamine → 1-[3-(4-Cyclohexylphenylamino)pyrido[2,3-b]pyrazin-6-yl]-3-ethylurea

HRID 1511828
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HRID 1511828 반응식
Cl[C:2]1[N:7]=[C:6]2[N:8]=[C:9]([NH:12][C:13]([NH:15][CH2:16][CH3:17])=[O:14])[CH:10]=[CH:11][C:5]2=[N:4][CH:3]=1.[CH:18]1([C:24]2[CH:30]=[CH:29][C:27]([NH2:28])=[CH:26][CH:25]=2)[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.CC(C)([O-])C.[Na+].C1(P(C2CCCCC2)C2C=CC=CC=2C2C=CC=CC=2)CCCCC1>C1(C)C=CC=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH:18]1([C:24]2[CH:25]=[CH:26][C:27]([NH:28][C:2]3[N:7]=[C:6]4[N:8]=[C:9]([NH:12][C:13]([NH:15][CH2:16][CH3:17])=[O:14])[CH:10]=[CH:11][C:5]4=[N:4][CH:3]=3)=[CH:29][CH:30]=2)[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 807644-CyclohexylbenzenamineHCID 27342162-(Dicyclohexylphosphino)biphenylHCID 23676156Sodium t-butoxideHCID 588817911-(3-Chloropyrido[2,3-b]pyrazin-6-yl)-3-ethylurea

생성물 1

HCID 167273071-[3-(4-Cyclohexylphenylamino)pyrido[2,3-b]pyrazin-6-yl]-3-ethylurea

시약·촉매·용매 2

HCID 9811564
Bis(dibenzylideneacetone)palladium
촉매
HCID 1140Toluene용매

반응 조건

온도
100 °C

실험 절차

83 mg of 1-(3-chloropyrido[2,3-b]pyrazin-6-yl)-3-ethylurea (0.33 mmol), 99 mg of 4-cyclohexylaniline (0.55 mmol), 30 mg of sodium tert-butoxide (0.30 mmol), 29 mg of tris(dibenzylideneacetone)dipalladium(0) (0.03 mmol) and 68 mg of 2-(dicyclohexylphosphanyl)biphenyl (0.19 mmol) were initially charged in 1.5 ml of dried toluene. The reaction mixture was heated to 100° C. under nitrogen in a microwave (100 watt) for 30 minutes. The solvent was removed under reduced pressure and the crude product was purified by column chromatography on silica gel (dichloromethane/methanol eluent). This gave a yellow solid.

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe crude product was purified by column chromatography on silica gel (dichloromethane/methanol eluent)
  3. customThis gave a yellow solid

출처 및 근거

ORD 기록
ord-1cbedc6fa9bb49058ff175d127bc62ad
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08217042B2

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