Trifluoroacetic acid → N-(4-iodo-5-methylpyridin-2-yl)cyclopropanecarboxamide

HRID 537029ノート

反応式

HRID 537029 の反応式
COC1C=C(OC)C=CC=1C[N:6]([C:12]1[CH:17]=[C:16]([I:18])[C:15]([CH3:19])=[CH:14][N:13]=1)[C:7]([CH:9]1[CH2:11][CH2:10]1)=[O:8].C(O)(C(F)(F)F)=O>C(Cl)Cl>[I:18][C:16]1[C:15]([CH3:19])=[CH:14][N:13]=[C:12]([NH:6][C:7]([CH:9]2[CH2:11][CH2:10]2)=[O:8])[CH:17]=1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 66747562N-(2,4-dimethoxybenzyl)-N-(4-iodo-5-methylpyridin-2-yl)cyclopropanecarboxamide

生成物 1

HCID 66748424N-(4-iodo-5-methylpyridin-2-yl)cyclopropanecarboxamide収率 83.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of N-(2,4-dimethoxybenzyl)-N-(4-iodo-5-methylpyridin-2-yl)cyclopropanecarboxamide (1.8 g, 3.95 mmol) in DCM (23 mL) was added TFA. The reaction mixture was allowed to stir at rt overnight and then concentrated. The residue was diluted with DCM and aqueous saturated NaHCO3 and the mixture was extracted with DCM. The organic solutions were combined, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography to give N-(4-iodo-5-methylpyridin-2-yl)cyclopropanecarboxamide (1.0 g, 75%).

後処理

  1. concentrationconcentrated
  2. additionThe residue was diluted with DCM and aqueous saturated NaHCO3
  3. extractionthe mixture was extracted with DCM
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography

出典と根拠

ORDレコード
ord-3e12a041bb0b4cafa7c1ecfc038fe888
出典データセット
uspto-grants-2014_10
特許番号
US08859768B2

反応ノート

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