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

HRID 2092079
ノート
印刷プレビュー

反応式

HRID 2092079 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

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

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-0307eab1e9d14161a0f584c830d888b5
出典データセット
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08440666B2

反応ノート

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