4-Aminophenol → 4-(4-amino-3-methylphenoxy)-N-methylpyridine-2-carboxamide

HRID 658469Notes

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].N[C:20]1C=CC(O)=CC=1>>[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]([CH3:20])[CH:13]=2)[CH:8]=[CH:7][N:6]=1)=[O:4]

Participants

Reactant 2

HCID 4034-Aminophenol

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

Product 1

HCID 231372464-(4-amino-3-methylphenoxy)-N-methylpyridine-2-carboxamide

Procedure

The title compound was prepared in the same manner described for 4-(4-aminophenoxy)pyridine-2-carboxylic acid methylamide, substituting 4-amino-3-methylphenol for 4-aminophenol. 1H-NMR (acetone-d6) δ 8.39 (d, J=5.7 Hz, 1H), 8.29 (br s, 1H), 7.51 (dd, J=2.7, 0.6 Hz, 1H), 6.98 (dd, J=5.7, 2.4 Hz, 1H), 6.82 (br s, 1H), 6.77 to 6.76 (m, 2H), 4.56 (br s, 2H), 2.92 (d, J=5.1 Hz, 3H), 2.16 (d, J=1.0 Hz, 3H).

Sources & evidence

ORD record: ord-3f2fc586560b4bf9998fe734e2837a82
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08076488B2

Reaction notes

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