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

HRID 1645134Notes

Reaction equation

HRID 1645134 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 90: 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. 4-Bromo-3-(trifluoromethyl)aniline was converted into 4-bromo-3-(trifluoromethyl)phenyl isocyanate according to Method B1. According to Method C1a, 4-bromo-3-(trifluoromethyl)phenyl isocyanate was reacted with 3-(2-(N-methylcarbamoyl)-4-pyridyloxy)-4-methylaniline to afford the urea.

Workup

  1. customhad been synthesized

Sources & evidence

ORD record
ord-77b2db174fb946d487f4f06c37ce7160
Source dataset
uspto-grants-2012_02
Patent number
US08124630B2

Reaction notes

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