Sodium hydride → N-(4-iodophenyl)-N-(2-methoxyethyl)pyrimidin-2-amine

HRID 1360044

반응식

HRID 1360044 반응식
Br[CH2:2][CH2:3][O:4][CH3:5].[H-].[Na+].[I:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[N:21]=[CH:20][CH:19]=[CH:18][N:17]=2)=[CH:11][CH:10]=1>CN(C=O)C.[Cl-].[Na+].O>[I:8][C:9]1[CH:10]=[CH:11][C:12]([N:15]([CH2:2][CH2:3][O:4][CH3:5])[C:16]2[N:17]=[CH:18][CH:19]=[CH:20][N:21]=2)=[CH:13][CH:14]=1

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 809722-Bromoethyl methyl etherHCID 57762548N-(4-iodophenyl)pyrimidin-2-amine

생성물 1

HCID 57762539N-(4-iodophenyl)-N-(2-methoxyethyl)pyrimidin-2-amine

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 57417360Sodium chloride; water용매

실험 절차

Under an argon atmosphere, 2-bromoethylmethyl ether (0.14 ml) and sodium hydride (48 mg) were added to a solution of N-(4-iodophenyl)pyrimidin-2-amine (300 mg) in anhydrous DMF (1 ml), and the resulting mixture was stirred at room temperature overnight. Saturated brine was added to the reaction solution and the resulting mixture was extracted with chloroform, followed by drying the organic layer over anhydrous sodium sulfate. After removing anhydrous sodium sulfate by filtration, the filtrate was concentrated. The residue was purified by column chromatography (silica gel, eluent:hexane/chloroform=1/10) to obtain N-(4-iodophenyl)-N-(2-methoxyethyl)pyrimidin-2-amine (233 mg). NMR (H1, CDCl3): δ 3.32 (3H, s), 3.63 (2H, t, J=5.9 Hz), 4.14 (2H, t, J=5.9 Hz), 6.59 (1H, t, J=4.9 Hz), 7.09-7.13 (2H, m), 7.70-7.73 (2H, m), 8.32 (2H, d, J=4.9 Hz)

후처리

  1. extractionthe resulting mixture was extracted with chloroform
  2. dry with materialby drying the organic layer over anhydrous sodium sulfate
  3. customAfter removing anhydrous sodium sulfate
  4. filtrationby filtration
  5. concentrationthe filtrate was concentrated
  6. customThe residue was purified by column chromatography (silica gel, eluent:hexane/chloroform=1/10)

출처 및 근거

ORD 기록
ord-2d0a123732734fd38e3e69a597ef40d5
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879837B2

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