Sulfuric Acid → 3-Iodo-imidazo[1,2-a]pyridine-7-carboxylic acid N'-(2,2-dimethylpropionyl) hydrazide

HRID 341218ノート

反応式

HRID 341218 の反応式
[I:1][C:2]1[N:6]2[CH:7]=[CH:8][C:9]([C:11]([NH:13][NH2:14])=[O:12])=[CH:10][C:5]2=[N:4][CH:3]=1.C(N(CC)CC)C.[C:22](Cl)(=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24].S(=O)(=O)(O)O>C1COCC1>[CH3:24][C:23]([CH3:26])([CH3:25])[C:22]([NH:14][NH:13][C:11]([C:9]1[CH:8]=[CH:7][N:6]2[C:2]([I:1])=[CH:3][N:4]=[C:5]2[CH:10]=1)=[O:12])=[O:27]

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 593209453-Iodo-imidazo[1,2-a]pyridine-7-carboxylic acid hydrazide

生成物 1

HCID 593207903-Iodo-imidazo[1,2-a]pyridine-7-carboxylic acid N'-(2,2-dimethylpropionyl) hydrazide収率 75.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3-Iodo-imidazo[1,2-a]pyridine-7-carboxylic acid hydrazide (906 mg, 3 mmol) (prepared as described in 2 Step preparation of example 329) was suspended in THF (10 mL). Triethylamine (0.42 mL, 3 mmol) was added followed by pivaloyl chloride (0.37 mL, 3 mmol). The reaction was stirred for 2 h at room temperature. Concentrated sulphuric acid (0.5 mL) was added to the mixture and it was stirred 1 h further. The reaction was filtered, the solid washed with EtOAc and Et2O and dried to give 3-Iodo-imidazo[1,2-a]pyridine-7-carboxylic acid N′-(2,2-dimethylpropionyl) hydrazide (875 mg) as an off-white solid.

後処理

  1. stirringwas stirred 1 h further
  2. filtrationThe reaction was filtered
  3. washthe solid washed with EtOAc and Et2O
  4. customdried

出典と根拠

ORDレコード
ord-6aae5035846043e68af58fa1e6b45889
出典データセット
uspto-grants-2014_11
特許番号
US08895745B2

反応ノート

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