4-Aminophenol → Sorafenib Impurity 43

HRID 729953Notes

Reaction equation

HRID 729953 reaction equation
NC1C=C(C=CC=1)OC1C=CN=C(C(N)=O)C=1.Cl.Cl[C:20]1[CH:25]=[CH:24][N:23]=[C:22]([C:26]([O:28][CH3:29])=[O:27])[CH:21]=1.[NH2:30][C:31]1[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][CH:32]=1>>[NH2:30][C:31]1[CH:36]=[CH:35][C:34]([O:37][C:20]2[CH:25]=[CH:24][N:23]=[C:22]([C:26]([O:28][CH3:29])=[O:27])[CH:21]=2)=[CH:33][CH:32]=1

Participants

4

Reactant 3

HCID 4034-AminophenolHCID 16655470Methyl 4-chloropyridine-2-carboxylate--hydrogen chloride (1/1)HCID 231372294-(3-Aminophenoxy)pyridine-2-carboxamide

Product 1

HCID 57833322Sorafenib Impurity 43

Procedure

Methyl 4-(4-aminophenoxy)pyridine-2-carboxylate was prepared by a method analogous to that described for 4-(3-aminophenoxy) pyridine-2-carboxamide (2C), starting from the product of step 1 and 4-aminophenol.

Sources & evidence

ORD record
ord-c12d93a4e00a4fa1abf83fcba373f992
Source dataset
uspto-grants-2009_09
Patent number
US07582646B2

Reaction notes

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