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2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenyl → HCID 117732274, 화합물

HRID 1772645
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HRID 1772645 반응식
[NH:1]1[CH2:4][CH:3]([C:5]2[CH:14]=[CH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[N:6]=2)[CH2:2]1.Cl[C:16]1[N:17]=[C:18]2[C:23]([N:24]3[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)=[N:22][CH:21]=[C:20]([C:30]3[CH:31]=[CH:32][C:33]([N:36]4[CH2:41][CH2:40][N:39]([C:42]([O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:43])[CH2:38][CH2:37]4)=[N:34][CH:35]=3)[N:19]2[CH:49]=1.CC(C)([O-])C.[Na+].C1(P(C2CCCCC2)C2C=CC=CC=2C2C(C(C)C)=CC(C(C)C)=CC=2C(C)C)CCCCC1>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]>[O:27]1[CH2:28][CH2:29][N:24]([C:23]2[C:18]3[N:19]([CH:49]=[C:16]([N:1]4[CH2:2][CH:3]([C:5]5[CH:14]=[CH:13][C:12]6[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=6)[N:6]=5)[CH2:4]4)[N:17]=3)[C:20]([C:30]3[CH:31]=[CH:32][C:33]([N:36]4[CH2:41][CH2:40][N:39]([C:42]([O:44][C:45]([CH3:48])([CH3:46])[CH3:47])=[O:43])[CH2:38][CH2:37]4)=[N:34][CH:35]=3)=[CH:21][N:22]=2)[CH2:25][CH2:26]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 23676156Sodium t-butoxideHCID 585484432-(Azetidin-3-yl)quinolineHCID 131734675HCID 131734675, 화합물

생성물 1

HCID 117732274HCID 117732274, 화합물

시약·촉매·용매 1

HCID 9811564
Bis(dibenzylideneacetone)palladium
촉매

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온도
120 °C

실험 절차

A microwave vial was charged with compound 24d (154 mg, 0.840 mmol), compound 24c (350 mg, 0.700 mmol), sodium tert-butoxide (94.1 mg, 0.980 mmol), Pd2(dba)3 (12.8 mg, 0.0140 mmol), and 2-(dicyclohexylphosphino)-2′,4′,6′-tri-isopropyl-1,1′-biphenyl (26.6 mg, 0.0560 mmol) and purged with Argon gas. Toluene (3 mL) was then added and the resulting mixture was heated in a microwave at 120° C. for 1 h. The reaction mixture was allowed to cool to rt, diluted with water (20 mL) and EtOAc (20 mL). The organic layer was separated, dried over Na2SO4, filtered, and concentrated. The residue obtained was purified by flash column chromatography on silica gel (1:0-1:4 heptane/EtOAc) to obtain compound 24e. Mass Spectrum (LCMS, ESI pos.) Calcd. for C36H41N9O3: 648.3 (M+H). Found 648.4.

후처리

  1. custompurged with Argon gas
  2. additionToluene (3 mL) was then added
  3. temperatureto cool to rt
  4. additiondiluted with water (20 mL) and EtOAc (20 mL)
  5. customThe organic layer was separated
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe residue obtained
  10. customwas purified by flash column chromatography on silica gel (1:0-1:4 heptane/EtOAc)

출처 및 근거

ORD 기록
ord-21dccb077e2948d5be5e15d6bfd1e3d1
출처 데이터셋
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09249163B2

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