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Sodium Carbonate → HCID 57460915, 화합물

HRID 1674266
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HRID 1674266 반응식
Br[C:2]1[CH:25]=[CH:24][C:5]([CH2:6][C:7]2[C:8](=[O:23])[N:9]([CH:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)[C:10]([CH3:16])=[N:11][C:12]=2[CH2:13][CH2:14][CH3:15])=[CH:4][CH:3]=1.[C:26]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=1B(O)O)#[N:27].C(=O)([O-])[O-].[Na+].[Na+].O1CCOCC1>C(OCC)(=O)C.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].ClCCl>[CH3:16][C:10]1[N:9]([CH:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)[C:8](=[O:23])[C:7]([CH2:6][C:5]2[CH:24]=[CH:25][C:2]([C:29]3[C:28]([C:26]#[N:27])=[CH:33][CH:32]=[CH:31][CH:30]=3)=[CH:3][CH:4]=2)=[C:12]([CH2:13][CH2:14][CH3:15])[N:11]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 10340Sodium CarbonateHCID 312751,4-DioxaneHCID 27346102-Cyanophenylboronic acidHCID 574609165-(4-bromobenzyl)-2-methyl-6-propyl-3-(tetrahydro-2H-pyran-4-yl)pyrimidin-4(3H)-one

생성물 1

HCID 57460915HCID 57460915, 화합물수율 83%

시약·촉매·용매 2

HCID 178418807
HCID 178418807, 화합물
촉매
HCID 8857Ethyl Acetate용매

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온도
100 °C

실험 절차

A mixture of 5-(4-bromobenzyl)-2-methyl-6-propyl-3-(tetrahydro-2H-pyran-4-yl)pyrimidin-4(3H)-one (0.7 g), (2-cyanophenyl)boronic acid (0.36 g), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane adduct (0.07 g), 2 M aqueous sodium carbonate solution (1.5 mL) and 1,4-dioxane (15 mL) was stirred at 100° C. for 12 hr. The reaction mixture was diluted with ethyl acetate, washed with water and then with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to give the title compound as a colorless amorphous solid (0.61 g, 83%).

후처리

  1. washwashed with water
  2. dry with materialwith saturated brine, and dried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-3d1206f6062d42cf9af899b7b8825082
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07998968B2

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