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Potassium Carbonate → N-(1-{4'-[3-Methyl-4-(6-phenyl-pyridin-2-ylamino)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarbonyl)-methanesulfonamide

HRID 1183536
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HRID 1183536 반응식
[NH2:1][C:2]1[C:3]([CH3:29])=[N:4][O:5][C:6]=1[C:7]1[CH:12]=[CH:11][C:10]([C:13]2[CH:18]=[CH:17][C:16]([C:19]3([C:22]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])=[O:23])[CH2:21][CH2:20]3)=[CH:15][CH:14]=2)=[CH:9][CH:8]=1.Br[C:31]1[CH:36]=[CH:35][CH:34]=[C:33]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)[N:32]=1.C(=O)([O-])[O-].[K+].[K+].C1C=CC(P(C2C(C3C(P(C4C=CC=CC=4)C4C=CC=CC=4)=CC=C4C=3C=CC=C4)=C3C(C=CC=C3)=CC=2)C2C=CC=CC=2)=CC=1>C1COCC1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C>[CH3:29][C:3]1[C:2]([NH:1][C:31]2[CH:36]=[CH:35][CH:34]=[C:33]([C:37]3[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=3)[N:32]=2)=[C:6]([C:7]2[CH:8]=[CH:9][C:10]([C:13]3[CH:14]=[CH:15][C:16]([C:19]4([C:22]([NH:24][S:25]([CH3:28])(=[O:27])=[O:26])=[O:23])[CH2:21][CH2:20]4)=[CH:17][CH:18]=3)=[CH:11][CH:12]=2)[O:5][N:4]=1
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7

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HCID 11430Potassium CarbonateHCID 5686792-Bromo-6-phenylpyridineHCID 634876Binap, (A+-)-HCID 66577832N-{1-[4'-(4-Amino-3-methyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarbonyl}-methanesulfonamide

생성물 1

HCID 51347416N-(1-{4'-[3-Methyl-4-(6-phenyl-pyridin-2-ylamino)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarbonyl)-methanesulfonamide

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 8028Tetrahydrofuran용매

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온도
65 °C

실험 절차

N-{1-[4′-(4-Amino-3-methyl-isoxazol-5-yl)-biphenyl-4-yl]-cyclopropanecarbonyl}-methanesulfonamide (0.103 g, 0.25 mmol), 2-bromo-6-phenylpyridine (0.059 g, 0.25 mmol), potassium carbonate (0.243 g, 0.75 mmol), and BINAP (15 mg, 0.025 mmol) were combined in THF (10 mL) and the solution was degassed with N2 for 10 minutes. Palladium(II)acetate (0.003 g, 0.0125 mmol) was added and degassing was continued for 10 minutes. The reaction mixture was sealed and heated at 65° C. overnight then poured into EtOAc/water. The organic layer was concentrated and purified by silica gel chromatography to give the title compound.

후처리

  1. customthe solution was degassed with N2 for 10 minutes
  2. customdegassing
  3. customThe reaction mixture was sealed
  4. additionthen poured into EtOAc/water
  5. concentrationThe organic layer was concentrated
  6. custompurified by silica gel chromatography

출처 및 근거

ORD 기록
ord-f8acc714887c4855ada9756823753313
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08664220B2

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