4-Amino-2-chlorophenol → 4-(4-Amino-3-chlorophenoxy)-n-methylpicolinamide

HRID 658476Notes

Reaction equation

HRID 658476 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][C:13]=2Cl)[CH:8]=[CH:7][N:6]=1)=[O:4].NC1C=CC(O)=C([Cl:28])C=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]([Cl:28])[CH:13]=2)[CH:8]=[CH:7][N:6]=1)=[O:4]

Participants

3

Reactant 2

HCID 775784-Amino-2-chlorophenolHCID 236145624-(2-(N-methylcarbamoyl)4-pyridyloxy)-3-chloroaniline

Product 1

HCID 236145614-(4-Amino-3-chlorophenoxy)-n-methylpicolinamide

Procedure

The title compound was prepared in the same manner described for 4-(4-amino-2-chlorophenoxy)pyridine-2-carboxylic acid methylamide, substituting 4-amino-3-chlorophenol for 4-amino-2-chlorophenol. 1H-NMR (DMSO-d6) δ 8.76 (m, 1H), 8.47 (d, 1H), 7.35 (s, 1H), 7.15 (s, 1H), 7.06 (dd, 1H), 6.85 to 6.95 (m, 2H), 5.43 (s, 2H), 2.78 (d, 3H); MS LC-MS [M+H]+=278.1 [M+H]+, RT=2.19 min.

Sources & evidence

ORD record
ord-c8e83cc8f5ca4a47aa08e750dcfab9b1
Source dataset
uspto-grants-2011_12
Patent number
US08076488B2

Reaction notes

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