4-Methoxybenzylamine → 4,4'-(1-(4-tert-butylphenyl)pyrrolidine-2,5-diyl)bis(N-(4-methoxybenzyl)-2-nitroaniline)

HRID 1411423노트

반응식

HRID 1411423 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]([C:16]3[CH:21]=[CH:20][C:19](Cl)=[C:18]([N+:23]([O-:25])=[O:24])[CH:17]=3)[CH2:14][CH2:13][CH:12]2[C:26]2[CH:31]=[CH:30][C:29](Cl)=[C:28]([N+:33]([O-:35])=[O:34])[CH:27]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:36][O:37][C:38]1[CH:45]=[CH:44][C:41]([CH2:42][NH2:43])=[CH:40][CH:39]=1>ClCCl>[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH:15]([C:16]3[CH:21]=[CH:20][C:19]([NH:43][CH2:42][C:41]4[CH:44]=[CH:45][C:38]([O:37][CH3:36])=[CH:39][CH:40]=4)=[C:18]([N+:23]([O-:25])=[O:24])[CH:17]=3)[CH2:14][CH2:13][CH:12]2[C:26]2[CH:31]=[CH:30][C:29]([NH:43][CH2:42][C:41]3[CH:44]=[CH:45][C:38]([O:37][CH3:36])=[CH:39][CH:40]=3)=[C:28]([N+:33]([O-:35])=[O:34])[CH:27]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 754524-MethoxybenzylamineHCID 582268181-(4-Tert-butylphenyl)-2,5-bis(4-chloro-3-nitrophenyl)pyrrolidine

생성물 1

HCID 866491004,4'-(1-(4-tert-butylphenyl)pyrrolidine-2,5-diyl)bis(N-(4-methoxybenzyl)-2-nitroaniline)수율 67.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

1-(4-tert-Butylphenyl)-2,5-bis(4-chloro-3-nitrophenyl)pyrrolidine (4.41 g, 8.57 mmol) was combined, neat, with p-methoxy benzylamine (8.93 mL, 68.6 mmol) and heated at 145° C. for 1 hour. The mixture was diluted with dichloromethane and filtered. The filtrate was washed with 0.5 Al HCl, NaHCO3 solution, and then brine. The organic phase was concentrated and purified by chromatography on silica gel with an 80 g column, eluting with 0-50% ethyl acetate/hexanes to give 4.13 g (67%) of an orange foamy solid.

후처리

  1. filtrationfiltered
  2. washThe filtrate was washed with 0.5 Al HCl, NaHCO3 solution
  3. concentrationThe organic phase was concentrated
  4. custompurified by chromatography on silica gel with an 80 g column
  5. washeluting with 0-50% ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-0a0b94cc805b4e4593044989cd21d673
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921514B2

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