4-Aminophenol → HCID 59987439, compound

HRID 658471Notes

Reaction equation

HRID 658471 reaction equation
[CH3:1][NH:2][C:3]([C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=2)[CH:8]=[CH:7][N:6]=1)=[O:4].[NH2:19][C:20]1C=CC(O)=[CH:22][CH:21]=1>CO.C(Cl)Cl>[CH3:1][NH:2][C:3]([C:5]1[CH:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([NH2:18])=[C:14]3[C:13]=2[N:19]=[CH:20][CH:21]=[CH:22]3)[CH:8]=[CH:7][N:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 4034-AminophenolHCID 166551294-(4-Aminophenoxy)-N-methylpicolinamide

Product 1

HCID 59987439HCID 59987439, compound

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound was prepared in the same manner described for 4-(4-aminophenoxy)pyridine-2-carboxylic acid methylamide, substituting 5-amino-8-hydroxyquinoline for 4-aminophenol. 1H-NMR (DMSO-d6) δ 8.72 to 8.66 (m, 2H), 8.60 (dd, J=8.7, 1.8 Hz, 1H), 8.40 (d, J=5.7 Hz, 1H), 7.42 (dd, J=8.7, 4.2 Hz, 1H), 7.37 (d, J=8.4 Hz, 1H), 7.15 (d, J=2.7 Hz, 1H), 7.04 (dd, J=5.4, 2.7 Hz, 1H), 6.73 (d, J=8.1 Hz, 1H), 6.13 (s, 2H), 2.73 (d, J=5.1 Hz, 3H); MS LC-MS (M+H)+=295.2; TLC (5% MeOH/DCM), Rf=0.31.

Sources & evidence

ORD record
ord-47fa975916194e0188dfd580cc94271e
Source dataset
uspto-grants-2011_12
Patent number
US08076488B2

Reaction notes

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