4-Aminophenol → 4-(2-(N-isopropylcarbamoyl)-4-pyridyloxy)aniline

HRID 78374

Reaction equation

HRID 78374 reaction equation
ClC1C=CN=C(C(Cl)=O)C=1.C(N)(C)C.Cl[C:16]1[CH:21]=[CH:20][N:19]=[C:18]([C:22]([NH:24][CH:25]([CH3:27])[CH3:26])=[O:23])[CH:17]=1.[NH2:28][C:29]1[CH:34]=[CH:33][C:32]([OH:35])=[CH:31][CH:30]=1>>[CH:25]([NH:24][C:22]([C:18]1[CH:17]=[C:16]([O:35][C:32]2[CH:33]=[CH:34][C:29]([NH2:28])=[CH:30][CH:31]=2)[CH:21]=[CH:20][N:19]=1)=[O:23])([CH3:27])[CH3:26]

Participants

5

Reactant 4

HCID 4034-AminophenolHCID 6363IsopropylamineHCID 110951464-chloropyridine-2-carbonyl ChlorideHCID 228320834-Chloro-N-isopropyl-pyridine-2-carboxamide

Product 1

HCID 236145604-(2-(N-isopropylcarbamoyl)-4-pyridyloxy)aniline

Procedure

Entry 66: 4-Chloropyridine-2-carbonyl chloride was reacted with isopropylamine according to Method A2, Step 3b. The resulting 4-chloro-N-isopropyl-2-pyridinecarboxamide was reacted with 4-aminophenol according to Method A2, Step 4 to give 4-(2-(N-isopropylcarbamoyl)-4-pyridyloxy)aniline. According to Method C1a, 4-chloro-3-(trifluoromethyl)phenyl isocyanate was reacted with 4-(2-(N-isopropylcarbamoyl)-4-pyridyloxy)aniline to afford the urea.

Sources & evidence

ORD record
ord-c539b59d73c647f095d385aa6e2369be
Source dataset
uspto-grants-2014_09
Patent number
US08841330B2

Linked notes

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