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Potassium Carbonate → 3-Chloro-4-{3-isopropyl-4-(4-(1-methyl-1H-pyrazol-4-yl)-1H-imidazol-1-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamide

HRID 1625245
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인쇄 미리보기

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HRID 1625245 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N:10]1[C:14]2=[N:15][CH:16]=[CH:17][C:18](Cl)=[C:13]2[C:12]([CH:20]([CH3:22])[CH3:21])=[N:11]1)[C:5]#[N:6].C(=O)([O-])[O-:24].[K+].[K+].Cl.[CH3:30][N:31]1[CH:35]=[C:34]([C:36]2[N:37]=[CH:38][NH:39][CH:40]=2)[CH:33]=[N:32]1>CS(C)=O.C(Cl)(Cl)Cl.[Cu]=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[N:10]1[C:14]2=[N:15][CH:16]=[CH:17][C:18]([N:39]3[CH:40]=[C:36]([C:34]4[CH:33]=[N:32][N:31]([CH3:30])[CH:35]=4)[N:37]=[CH:38]3)=[C:13]2[C:12]([CH:20]([CH3:22])[CH3:21])=[N:11]1)[C:5]([NH2:6])=[O:24]
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참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 675012233-Chloro-4-{4-chloro-3-isopropyl-1H-pyrazolo[3,4-b]pyridin-1-yl}benzonitrileHCID 178478913HCID 178478913, 화합물

생성물 1

HCID 675017283-Chloro-4-{3-isopropyl-4-(4-(1-methyl-1H-pyrazol-4-yl)-1H-imidazol-1-yl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamide수율 18%

시약·촉매·용매 3

HCID 14829
Copper oxide
촉매
HCID 679Dimethyl Sulfoxide용매
HCID 6212Chloroform용매

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온도
120 °C

실험 절차

Compound (99a) (0.18 g) was dissolved in DMSO (2.1 mL), and potassium carbonate (0.3 g), copper(II) oxide (nanopowder) (0.086 g), and 4-(1-methyl-1H-pyrazol-4-yl)-1H-imidazole hydrochloride (0.13 g) were added to the resulting solution, followed by stirring at 120° C. for 48 hr. The reaction solution was diluted with chloroform, and insoluble matters were filtered by celite. The solvent was distilled away, and the residue was purified by neutral silica gel column chromatography (chloroform/methanol) to obtain compound (99) (0.045 g, 18%) as a white solid.

후처리

  1. filtrationwere filtered by celite
  2. distillationThe solvent was distilled away
  3. customthe residue was purified by neutral silica gel column chromatography (chloroform/methanol)

출처 및 근거

ORD 기록
ord-04cb45c77d654a45aa3ea1de5b434c31
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08779142B2

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