Chloroform → HCID 58405679, 화합물

HRID 44849

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HRID 44849 반응식
Br[C:2]1[N:3]([C:7]2[N:16]=[CH:15][C:14]3[N:13]([CH3:17])[C:12](=[O:18])[C@@H:11]([CH2:19][CH3:20])[N:10]([CH:21]4[CH2:25][CH2:24][CH2:23][CH2:22]4)[C:9]=3[N:8]=2)[CH:4]=[CH:5][N:6]=1.[NH:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1.C(Cl)(Cl)Cl.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+]>CC(O)(C)C.CCOC(C)=O.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:21]1([N:10]2[C:9]3[N:8]=[C:7]([N:3]4[CH:4]=[CH:5][N:6]=[C:2]4[N:26]4[CH2:30][CH2:29][CH2:28][CH2:27]4)[N:16]=[CH:15][C:14]=3[N:13]([CH3:17])[C:12](=[O:18])[C@H:11]2[CH2:19][CH3:20])[CH2:25][CH2:24][CH2:23][CH2:22]1

참가 물질

9

반응물 5

HCID 6212ChloroformHCID 11430Potassium CarbonateHCID 31268PyrrolidineHCID 634876Binap, (A+-)-HCID 58405307(R)-2-(2-bromo-1H-imidazol-1-yl)-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one

생성물 1

HCID 58405679HCID 58405679, 화합물수율 38.3%

시약·촉매·용매 3

HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 6386tert-Butanol용매HCID 8857Ethyl Acetate용매

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온도
130 °C

실험 절차

(R)-2-(2-bromo-1H-imidazol-1-yl)-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one (Example 65, 150 mg, 0.37 mmol), pyrrolidine (52 mg, 0.74 mmol), Pd2dba3.CHCl3 (76 mg, 0.074 mmol), BINAP (69 mg, 0.11 mmol) and K2CO3 (153 mg, 1.11 mmol) were dissolved in 1 mL of degassed t-BuOH and the resulting solution was heated at 130° C. for 18 h. The reaction mixture was diluted with EtOAc and washed with brine. The organic extracts were dried with Na2SO4, filtered and evaporated, and the residue was purified by preparative HPLC to give the title compound (56 mg). LCMS: 396.2 m/z (M+H)+; ret. Time: 2.76 min (Analytical Method A).

후처리

  1. washwashed with brine
  2. dry with materialThe organic extracts were dried with Na2SO4
  3. filtrationfiltered
  4. customevaporated
  5. customthe residue was purified by preparative HPLC

출처 및 근거

ORD 기록
ord-b4594beaad694721a1b74d411a3f9d6f
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541418B2

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