4-Iodo-o-toluidine → 2-Chloro-3-(2-fluoro-4-iodophenylamino)-isonicotinic acid

HRID 39599

Reaction equation

HRID 39599 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10]1[CH:18]=[N:17][CH:16]=[CH:15][C:11]=1[C:12]([OH:14])=[O:13].CC1C=C(I)C=CC=1N.FC1C([Cl:38])=C(C=CN=1)C(O)=O>>[Cl:38][C:18]1[C:10]([NH:9][C:3]2[CH:4]=[CH:5][C:6]([I:8])=[CH:7][C:2]=2[F:1])=[C:11]([CH:15]=[CH:16][N:17]=1)[C:12]([OH:14])=[O:13]

Participants

4

Reactant 3

HCID 832214-Iodo-o-toluidineHCID 121754283-Chloro-2-fluoropyridine-4-carboxylic acidHCID 590267913-((2-Fluoro-4-iodophenyl)amino)isonicotinic acid

Product 1

HCID 576496342-Chloro-3-(2-fluoro-4-iodophenylamino)-isonicotinic acid

Procedure

2-Chloro-3-(2-fluoro-4-iodo-phenylamino)-isonicotinic acid was synthesized as outlined in General Method 1 and according to the procedure for the synthesis of intermediate 1 by reacting 4 mmol of 2-methyl-4-iodoaniline with 6 mmol 2-fluoro-3chloro-isonicotinic acid. LC/MS [10.25 min; 390.9 (M−1)-ESI-].

Workup

  1. custom10.25 min

Sources & evidence

ORD record
ord-fe2b8ef0267d4e8bbe3d06e9cad3585b
Source dataset
uspto-grants-2013_09
Patent number
US08524911B2

Linked notes

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