1,1'-Carbonyldiimidazole → HCID 11045735, 화합물

HRID 392752노트

반응식

HRID 392752 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 11045735HCID 11045735, 화합물수율 51.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-62299f0dd73f47dab11d8eaa9271f525
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06803362B2

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