Aniline → HCID 21105559, compound

HRID 2426620Notes

Reaction equation

HRID 2426620 reaction equation
[CH2:1]([N:3]([CH:7]1[CH2:11][CH2:10][NH:9][CH2:8]1)[C:4](=[O:6])[CH3:5])[CH3:2].F[C:13]1[CH:18]=CC([N+]([O-])=O)=[CH:15][CH:14]=1.[H][H].NC1C=CC=CC=1.[CH:31]1N=C[N:33]([C:36]([N:38]2C=N[CH:40]=[CH:39]2)=[O:37])[CH:32]=1.[CH:43]1([O:48][C:49]2[CH:55]=[CH:54]C(N)=C[CH:50]=2)[CH2:47][CH2:46][CH2:45][CH2:44]1>>[CH:43]1([O:48][C:49]2[CH:50]=[CH:40][C:39]([NH:38][C:36](=[O:37])[NH:33][C:32]3[CH:31]=[CH:15][C:14]([N:9]4[CH2:10][CH2:11][CH:7]([N:3]([CH2:1][CH3:2])[C:4](=[O:6])[CH3:5])[CH2:8]4)=[CH:13][CH:18]=3)=[CH:54][CH:55]=2)[CH2:44][CH2:45][CH2:46][CH2:47]1

Participants

7

Reactant 6

HCID 6115AnilineHCID 9590p-FluoronitrobenzeneHCID 682631,1'-CarbonyldiimidazoleHCID 27562743-(N-Acetyl-N-ethylamino)pyrrolidineHCID 64844484-(cyclopentyloxy)anilineHCID 178418361HCID 178418361, compound

Product 1

HCID 21105559HCID 21105559, compound

Procedure

N-Ethyl-N-pyrrolidin-3-ylacetamide was reacted with 4-fluoronitrobenzene, the resulting nitro compound was reduced with hydrogen and finally the aniline was reacted with CDI and 4-cyclopentyloxyaniline by method A, B and C. This resulted in the product with the molecular weight of 450.59 (C26H34N4O3); MS (ESI): 451 (M+H+).

Workup

  1. customThis resulted in the product with the molecular weight of 450.59 (C26H34N4O3)

Sources & evidence

ORD record
ord-acb9e92919f54eda876dc0960d602981
Source dataset
uspto-grants-2011_06
Patent number
US07968550B2

Reaction notes

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