5-Amino-2-methylphenol → 4-(5-amino-2-methylphenoxy)-N-methylpyridine-2-carboxamide

HRID 78347

Reaction equation

HRID 78347 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:9])=[C:6]([OH:8])[CH:7]=1.Cl[C:11]1[CH:16]=[CH:15][N:14]=[C:13]([C:17]([NH:19][CH3:20])=[O:18])[CH:12]=1>>[CH3:20][NH:19][C:17]([C:13]1[CH:12]=[C:11]([O:8][C:6]2[CH:7]=[C:2]([CH:3]=[CH:4][C:5]=2[CH3:9])[NH2:1])[CH:16]=[CH:15][N:14]=1)=[O:18]

Participants

3

Reactant 2

HCID 178185-Amino-2-methylphenolHCID 14768144-Chloro-N-methylpicolinamide

Product 1

HCID 236145564-(5-amino-2-methylphenoxy)-N-methylpyridine-2-carboxamide

Procedure

Entry 18: According to Method A2, Step 4, 5-amino-2-methylphenol was reacted with 4-chloro-N-methyl-2-pyridinecarboxamide, which had been synthesized according to Method A2, Step 3b, to give 3-(2-(N-methylcarbamoyl)-4-pyridyloxy)-4-methylaniline. 5-(Trifluoromethyl)-2-methoxyaniline was converted into 5-(trifluoromethyl)-2-methoxyphenyl isocyanate according to Method B1. 5-(Trifluoromethyl)-2-methoxyphenyl isocyanate was reacted with 3-(2-(N-methylcarbamoyl)-4-pyridyloxy)-4-methylaniline according to Method C1a to afford the urea.

Workup

  1. customhad been synthesized

Sources & evidence

ORD record
ord-d83345b9e3ed4c89a71eb51d0f208525
Source dataset
uspto-grants-2014_09
Patent number
US08841330B2

Linked notes

Loading…