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Triethylamine → Ethyl 2-[5-bromo-4-(4-ethoxy-3-methoxybenzylamino)-6-oxopyridazin-1(6H)-yl]acetate

HRID 2092079
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HRID 2092079 반응식
Br[C:2]1[CH:3]=[N:4][N:5]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:6](=[O:9])[C:7]=1[Br:8].[CH2:16]([O:18][C:19]1[CH:20]=[C:21]([CH:24]=[CH:25][C:26]=1[O:27][CH3:28])[CH2:22][NH2:23])C.[CH2:29](N(CC)CC)C.C(OCC)(=O)C>O1CCOCC1.O>[Br:8][C:7]1[C:6](=[O:9])[N:5]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:4]=[CH:3][C:2]=1[NH:23][CH2:22][C:21]1[CH:24]=[CH:25][C:26]([O:27][CH2:28][CH3:29])=[C:19]([O:18][CH3:16])[CH:20]=1
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 6486613(3-Ethoxy-4-methoxyphenyl)methanamineHCID 59574424Ethyl 2-(4,5-dibromo-6-oxopyridazin-1(6H)-yl)acetate

생성물 1

HCID 59574404Ethyl 2-[5-bromo-4-(4-ethoxy-3-methoxybenzylamino)-6-oxopyridazin-1(6H)-yl]acetate수율 98%

시약·촉매·용매 1

HCID 21886435
1,4-Dioxane--water (1/1)
용매

실험 절차

Ethyl 2-(4,5-dibromo-6-oxopyridazin-1(6H)-yl)acetate (500 mg, 1.47 mmol) and 3-ethoxy-4-methoxybenzylamine (960 mg, 4.41 mmol) in 1,4-dioxane-water (1:1, 5 mL) were stirred with triethylamine (0.615 mL) at 100° C. for 2.5 hours. After cooling, ethyl acetate was added, and the organic layer was washed with saturated aqueous ammonium chloride and saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was removed by distillation. The resulting residue was purified by silica gel chromatography (chloroform/2-propanol=20/1) to give the desired product (640 mg, 98% yield).

후처리

  1. temperatureAfter cooling
  2. washthe organic layer was washed with saturated aqueous ammonium chloride and saturated aqueous sodium chloride
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was removed by distillation
  5. customThe resulting residue was purified by silica gel chromatography (chloroform/2-propanol=20/1)

출처 및 근거

ORD 기록
ord-0307eab1e9d14161a0f584c830d888b5
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08440666B2

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