Dimethylethylamine → (2-{[2-(4-Ethoxy-3-methoxyphenyl)ethyl]amino}ethyl)[2-methyl-9-(2,4,6-trimethylphenyl)pyridino[2,3-b]indolizin-4-yl]amine

HRID 2121585노트

반응식

HRID 2121585 반응식
[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([NH:13][CH2:14][CH2:15][NH:16][C:17]2[C:29]3[N:28]4[C:23]([C:24]([C:30]5[C:35]([CH3:36])=[CH:34][C:33]([CH3:37])=[CH:32][C:31]=5[CH3:38])=[CH:25][CH:26]=[CH:27]4)=[CH:22][C:21]=3[N:20]=[C:19]([CH3:39])[CH:18]=2)=O)=[CH:6][C:5]=1[O:40][CH3:41])[CH3:2].[AlH3].N(CC)(C)C>C1COCC1>[CH2:1]([O:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][NH:13][CH2:14][CH2:15][NH:16][C:17]2[C:29]3[N:28]4[C:23]([C:24]([C:30]5[C:31]([CH3:38])=[CH:32][C:33]([CH3:37])=[CH:34][C:35]=5[CH3:36])=[CH:25][CH:26]=[CH:27]4)=[CH:22][C:21]=3[N:20]=[C:19]([CH3:39])[CH:18]=2)=[CH:6][C:5]=1[O:40][CH3:41])[CH3:2]

참가 물질

5

반응물 3

HCID 11723DimethylethylamineHCID 14488Aluminum hydrideHCID 696624812-(4-ethoxy-3-methoxy-phenyl)-N-{2-[2-methyl-9-(2,4,6-trimethyl-phenyl)-pyridino[2,3-b]indolizin-4-ylamino]-ethyl}-acetamide

생성물 1

HCID 69662626(2-{[2-(4-Ethoxy-3-methoxyphenyl)ethyl]amino}ethyl)[2-methyl-9-(2,4,6-trimethylphenyl)pyridino[2,3-b]indolizin-4-yl]amine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Treat a solution of 2-(4-ethoxy-3-methoxy-phenyl)-N-{2-[2-methyl-9-(2,4,6-trimethyl-phenyl)-pyridino[2,3-b]indolizin-4-ylamino]-ethyl}-acetamide (0.08 g, 0.145 mmol) in THF (5 mL) with AlH3.NMe2Et (3 mL, 1.45 mmol) and heat to reflux for 14 h. Cool the resulting mixture to ambient temperature, quench with Na2CO3.10H2O (0.3 g) and stir at ambient temperature for 15 min. Filter the solution through Celite and wash with several portions of CH2Cl2. Concentrate the filtrate in vacuo to dryness and purify by preparative TLC (10% MeOH in CH2Cl2 with 0.5% ammonium hydroxide) to the title compound as a solid.

후처리

  1. temperatureto reflux for 14 h
  2. customquench with Na2CO3.10H2O (0.3 g)
  3. filtrationFilter the solution through Celite
  4. washwash with several portions of CH2Cl2
  5. concentrationConcentrate the filtrate in vacuo to dryness
  6. custompurify by preparative TLC (10% MeOH in CH2Cl2 with 0.5% ammonium hydroxide) to the title compound as a solid

출처 및 근거

ORD 기록
ord-992c91e979b74722989cfc3abc3ca7cc
출처 데이터셋
uspto-grants-2004_02
특허 번호
US06696445B2

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