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Ethyl Acetate → 3-Bromo-6-(1-methyl-1h-pyrazol-4-yl)-imidazo[1,2-b]pyridazine

HRID 69163
ノート
印刷プレビュー

反応式

HRID 69163 の反応式
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:8]=[CH:9][C:10]3[N:11]([CH:13]=[CH:14][N:15]=3)[N:12]=2)[CH:4]=[N:3]1.[Br:16]N1C(=O)CCC1=O.CCOC(C)=O>CN(C=O)C>[Br:16][C:13]1[N:11]2[N:12]=[C:7]([C:5]3[CH:4]=[N:3][N:2]([CH3:1])[CH:6]=3)[CH:8]=[CH:9][C:10]2=[N:15][CH:14]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 67184N-bromobutanimideHCID 686316286-(1-Methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazine

生成物 1

HCID 686324863-Bromo-6-(1-methyl-1h-pyrazol-4-yl)-imidazo[1,2-b]pyridazine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

6-(1-Methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazine (Stage 8.2, 2.22 g, 11.1 mmol) was dissolved in DMF (33 mL) and cooled down to 0° C. with an ice-water bath. Then N-bromo-succinimide (2.3 g, 12.3 mmol) was added and the RM was stirred at the same temperature for 1 h45. It was then taken up with EtOAc and washed with a saturated solution of NaHCO3 and brine. The organic layer was dried over Na2SO4 and the solvent was removed. The residue was triturated with Et2O and the precipitate was filtered off to afford the title compound as a yellow solid (tR 1.3 min (conditions 2), MH+=278).

後処理

  1. washwashed with a saturated solution of NaHCO3 and brine
  2. dry with materialThe organic layer was dried over Na2SO4
  3. customthe solvent was removed
  4. customThe residue was triturated with Et2O
  5. filtrationthe precipitate was filtered off

出典と根拠

ORDレコード
ord-b6993c850b5e48109f2800ad5a0c28e2
出典データセット
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08822468B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート