1,1'-Carbonyldiimidazole → HCID 11045735、化合物

HRID 392752ノート

反応式

HRID 392752 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([OH:12])=O.C(N1C=CN=C1)(N1C=CN=C1)=O.[C:25]([O:29][C:30]([N:32]1[CH2:37][CH2:36][N:35](C)[CH2:34][CH2:33]1)=[O:31])([CH3:28])([CH3:27])[CH3:26]>C1COCC1>[C:25]([O:29][C:30]([N:32]1[CH2:37][CH2:36][N:35]([C:10]([C:2]2[NH:1][C:9]3[C:4]([CH:3]=2)=[CH:5][CH:6]=[CH:7][CH:8]=3)=[O:12])[CH2:34][CH2:33]1)=[O:31])([CH3:28])([CH3:26])[CH3:27]

参加物

5

反応物 3

HCID 682631,1'-CarbonyldiimidazoleHCID 72899Indole-2-carboxylic acidHCID 114013941-Boc-4-methylpiperazine

生成物 1

HCID 11045735HCID 11045735、化合物収率 51.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Indole-2-carboxylic acid (5.2 g) in THF (200 mL) was treated with carbonyldiimidazole (4.8 g) and stirred at ambient temperature for 10 min whereupon 4-methyl-piperazine-1-carboxylic acid tert-butyl ester (5.0 g) was added. The mixture was stirred at ambient temperature for 72 h and the solvent removed under reduced pressure. The residue was dissolved in ethyl acetate and washed with saturated sodium bicarbonate solution. The organic portion was separated, dried over sodium sulfate and filtered, and solvent was evaporated to afford a solid. Recrystallization from hot ethanol afforded 4-(1H-Indole-2-carbonyl)-piperazine-1-carboxylic acid tert-butyl ester (4.2 g).

後処理

  1. additionwas added
  2. customthe solvent removed under reduced pressure
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with saturated sodium bicarbonate solution
  5. customThe organic portion was separated
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. customsolvent was evaporated
  9. customto afford a solid
  10. customRecrystallization from hot ethanol

出典と根拠

ORDレコード
ord-62299f0dd73f47dab11d8eaa9271f525
出典データセット
uspto-grants-2004_10
特許番号
US06803362B2

反応ノート

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