Dimethylamine → 1-[3-(Dimethylamino)propyl]-indole-3-acetamide

HRID 617430노트

반응식

HRID 617430 반응식
CS(CCC[C:8]1[NH:9][C:10]2[C:15]([C:16]=1[CH2:17][C:18]([NH2:20])=[O:19])=[CH:14][CH:13]=[CH:12][CH:11]=2)(=O)=O.[CH3:21][NH:22][CH3:23].CCOC(C)=O.O.[CH2:31]1[CH2:35]OC[CH2:32]1>[Cl-].[Na+].O>[CH3:21][N:22]([CH2:32][CH2:31][CH2:35][N:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:16]([CH2:17][C:18]([NH2:20])=[O:19])=[CH:8]1)[CH3:23]

참가 물질

7

반응물 5

HCID 674DimethylamineHCID 962WaterHCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 131721357HCID 131721357, 화합물

생성물 1

HCID 108488841-[3-(Dimethylamino)propyl]-indole-3-acetamide수율 92%

시약·촉매·용매 1

HCID 57417360Sodium chloride; water용매

실험 절차

A suspension of 1-(methanesulfonylpropyl-indole-3-acetamide (1.0 g, 3.20 mmol) in THF (15 mL) was treated with a 40% aqueous solution of dimethylamine (13.5 mL, 0.108 mole) and the resultant reaction solution was capped and stirred at room temperature for 18 hours. The reaction was worked up extractively using EtOAc (50 mL), water (2× 50 mL) and brine (25 ml). The combined aqueous layers were back-extracted three times with EtOAc (3× 25 mL) and the combined organic layer dried (MgSO4) and the solvent removed in vacuo to give 0.77 g (92%) of 1-(Dimethylaminopropyl)-indole-3-acetamide. NMR. MS (FD) m/z=259 (M+, 100%).

후처리

  1. customthe resultant reaction solution
  2. customwas capped
  3. extractionThe combined aqueous layers were back-extracted three times with EtOAc (3× 25 mL)
  4. dry with materialthe combined organic layer dried (MgSO4)
  5. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-6f1ae8fc5a634265bd43264a8affdc18
출처 데이터셋
uspto-grants-1999_09
특허 번호
US05948907

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