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Potassium Carbonate → 3-((3-(5-fluoro-2-(methylamino)-4-pyrimidinyl)-2-pyridinyl)amino)-4-methyl-N-(3-(1-methylethyl)phenyl)benzamide

HRID 1361654
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HRID 1361654 반응식
Cl[C:2]1[C:7]([C:8]2[C:13]([F:14])=[CH:12][N:11]=[C:10]([NH:15][CH3:16])[N:9]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.[NH2:17][C:18]1[CH:19]=[C:20]([CH:33]=[CH:34][C:35]=1[CH3:36])[C:21]([NH:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([CH:30]([CH3:32])[CH3:31])[CH:25]=1)=[O:22].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.C([O-])([O-])=O.[K+].[K+]>C1(C)C=CC=CC=1.O.CC([O-])=O.CC([O-])=O.[Pd+2]>[F:14][C:13]1[C:8]([C:7]2[C:2]([NH:17][C:18]3[CH:19]=[C:20]([CH:33]=[CH:34][C:35]=3[CH3:36])[C:21]([NH:23][C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([CH:30]([CH3:32])[CH3:31])[CH:25]=3)=[O:22])=[N:3][CH:4]=[CH:5][CH:6]=2)=[N:9][C:10]([NH:15][CH3:16])=[N:11][CH:12]=1
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참가 물질

8

반응물 4

HCID 11430Potassium CarbonateHCID 634876Binap, (A+-)-HCID 251022283-amino-N-(3-isopropyl-phenyl)-4-methyl-benzamideHCID 86602592[4-(2-Chloro-pyridin-3-yl)-5-fluoro-pyrimidin-2-yl]-methyl-amine

생성물 1

HCID 585882223-((3-(5-fluoro-2-(methylamino)-4-pyrimidinyl)-2-pyridinyl)amino)-4-methyl-N-(3-(1-methylethyl)phenyl)benzamide

시약·촉매·용매

3
HCID 167845palladium(II) acetate촉매HCID 962Water용매HCID 1140Toluene용매

실험 절차

[4-(2-Chloro-pyridin-3-yl)-5-fluoro-pyrimidin-2-yl]-methyl-amine (62 mg, 0.26 mmol), 3-amino-N-(3-isopropyl-phenyl)-4-methyl-benzamide (84 mg, 0.31 mmol), Pd(OAc)2 (6 mg, 0.03 mmol), rac-BINAP (16 mg, 0.03 mmol) and K2CO3 (719 mg, 5.2 mmol) in toluene (3.0 mL) were reacted overnight at 130° C. The reaction was diluted with water and extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4, filter, concentrated and purified by reverse-phase HPLC (Gilson, acidic mobile phase) yielding the title compound.

후처리

  1. extractionextracted with EtOAc
  2. dry with materialThe organic layer was dried over anhydrous Na2SO4
  3. filtrationfilter
  4. concentrationconcentrated
  5. custompurified by reverse-phase HPLC (Gilson, acidic mobile phase)

출처 및 근거

ORD 기록
ord-1e4c4f3e22534b44b16171ff7b1b484b
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07880000B2

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