Potassium Carbonate → 1-Isopropyl-4-(2-methyl-6-nitro-pyridin-3-yl)-piperazine

HRID 2264352ノート

反応式

HRID 2264352 の反応式
Br[C:2]1[C:3]([CH3:11])=[N:4][C:5]([N+:8]([O-:10])=[O:9])=[CH:6][CH:7]=1.[CH:12]([N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)([CH3:14])[CH3:13].[C:21](=O)([O-])[O-:22].[K+].[K+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CS(C)=O>[CH3:21][OH:22].[NH3:4].[CH:12]([N:15]1[CH2:20][CH2:19][N:18]([C:2]2[C:3]([CH3:11])=[N:4][C:5]([N+:8]([O-:10])=[O:9])=[CH:6][CH:7]=2)[CH2:17][CH2:16]1)([CH3:14])[CH3:13]

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 780131-IsopropylpiperazineHCID 674264093-Bromo-2-methyl-6-nitropyridine

生成物 2

HCID 21705897Ammonia methanolHCID 674271951-Isopropyl-4-(2-methyl-6-nitro-pyridin-3-yl)-piperazine収率 172.2%

試薬・触媒・溶媒 2

HCID 67553Tetrabutylammonium Iodide触媒HCID 679Dimethyl Sulfoxide溶媒

実験手順

Stir 3-bromo-2-methyl-6-nitro-pyridine (2.46 g), 1-isopropyl-piperazine (2.74 g), tetra-n-butyl ammonium iodide (418.69 mg) and potassium carbonate (1.72 g) in dimethyl sulfoxide (DMSO, 20 mL) at 65° C. overnight. Add EA and water, separate the phases and dry the organic layer over magnesium sulfate and remove the solvent under vacuum. Purify by strong cation exchange cartridge eluting with methanol and then methanol-NH3 2 N to afford 2.58 g of the title compound. MS (ES+): m/z=265 (M+H)+

後処理

  1. customAdd EA and water, separate the phases
  2. dry with materialdry the organic layer over magnesium sulfate
  3. customremove the solvent under vacuum
  4. customPurify by strong cation exchange cartridge
  5. washeluting with methanol

出典と根拠

ORDレコード
ord-bb929361ce1d4a23adef5f6d10274b36
出典データセット
uspto-grants-2010_12
特許番号
US07855211B2

反応ノート

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