4-Aminophenol → HCID 59987421, compound

HRID 658472Notes

Reaction equation

HRID 658472 reaction equation
C[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.NC1C=C[C:23]([OH:26])=CC=1.ClC1C=CN=C(C#N)C=1.CNC(C1C=C(Cl)C=CN=1)=O>>[NH2:18][C:15]1[CH:16]=[CH:17][C:12]([O:11][C:9]2[CH:8]=[CH:7][N:6]=[C:5]([C:3]#[N:2])[CH:10]=2)=[C:13]([O:26][CH3:23])[CH:14]=1

Participants

5

Reactant 4

HCID 4034-AminophenolHCID 6933424-Chloro-2-pyridinecarbonitrileHCID 14768144-Chloro-N-methylpicolinamideHCID 166551294-(4-Aminophenoxy)-N-methylpicolinamide

Product 1

HCID 59987421HCID 59987421, compound

Procedure

The title compound was prepared in the same manner described for 4-(4-aminophenoxy)pyridine-2-carboxylic acid methylamide, substituting 4-amino-2-methoxyphenol for 4-aminophenol, and 4-chloro-2-cyanopyridine for 4-chloropyridine-2-carboxylic acid methylamide. 1H-NMR (DMSO-d6) δ 8.50 (d, J=6.0 Hz, 1H), 7.49 (d, J=2.7 Hz, 1H), 7.00 (dd, J=5.7, 2.4 Hz, 1H), 6.82 (d, J=8.4 Hz, 1H), 6.37 (d, J=2.4 Hz, 1H), 6.16 (dd, J=8.7, 2.7 Hz, 1H), 5.25 (s, 2H), 3.62 (s, 3H); MS LC-MS (M+H)+=242.1.

Sources & evidence

ORD record
ord-dc4a732d85994fb39f24312fb963d8d0
Source dataset
uspto-grants-2011_12
Patent number
US08076488B2

Reaction notes

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