p-Aminoacetophenone → HCID 178488089, compound

HRID 921973Notes

Reaction equation

HRID 921973 reaction equation
C(C1C=CC([NH:10][C:11]([C:13]2[NH:14][C:15]3[C:20]([CH:21]=2)=[CH:19][C:18]([O:22][CH3:23])=[CH:17][CH:16]=3)=[O:12])=CC=1)(=O)C.CO[C:26]1[CH:27]=[C:28]2[C:32](=[CH:33][CH:34]=1)N[C:30](C(O)=O)=[CH:29]2.C(C1C=CC(N)=CC=1)(=O)C.[OH:48][NH:49][C:50]([NH:52][NH2:53])=[NH:51].CC1C=CC(S(O)(=O)=O)=CC=1>>[OH:48][NH:49][C:50]([NH:52][N:53]=[C:29]([C:28]1[CH:27]=[CH:26][CH:34]=[CH:33][C:32]=1[C:19]1[C:18]([O:22][CH3:23])=[CH:17][CH:16]=[C:15]2[C:20]=1[CH:21]=[C:13]([C:11]([NH2:10])=[O:12])[NH:14]2)[CH3:30])=[NH:51]

Participants

5

Reactant 4

HCID 7468p-AminoacetophenoneHCID 204015-Methoxyindole-2-carboxylic acidHCID 91155385HCID 91155385, compoundHCID 178427660HCID 178427660, compound

Product 1

HCID 178488089HCID 178488089, compound

Procedure

5-Methoxy-1H-indole-2-carboxylic acid (4-acetyl-phenyl)-amide, made from 5-Methoxy-1H-indole-2-carboxylic acid and 4-acetyl phenylamine, and N-hydroxy-N′-aminoguanidine PTSA salt, prepared by following method discussed in Tai, et al. (J. Med. Chem. (1983) 26:1326-1329) were combined according to synthetic scheme, to obtain the pure product after purification by reverse phase HPLC: tR 20.5 min (20-60% CH3CN in H2O, 25 min); MS (m/z) 381 (MH+).

Workup

  1. customprepared
  2. customto obtain the pure product
  3. customafter purification by reverse phase HPLC: tR 20.5 min (20-60% CH3CN in H2O, 25 min)

Sources & evidence

ORD record
ord-8f9ccdf377b84b70bf06f2965a7f0731
Source dataset
uspto-grants-2016_03
Patent number
US09278089B2

Reaction notes

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