6-Chloronicotinoyl Chloride → 6-Chloro-N-(4-chloro-3-iodo-phenyl)-nicotinamide

HRID 2190520Notes

Reaction equation

HRID 2190520 reaction equation
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[I:9].[Cl:10][C:11]1[CH:19]=[CH:18][C:14]([C:15](Cl)=[O:16])=[CH:13][N:12]=1.ClC1C=CC(C(NC2C=CC(I)=C(C)C=2)=O)=CN=1>>[Cl:10][C:11]1[CH:19]=[CH:18][C:14]([C:15]([NH:6][C:5]2[CH:7]=[CH:8][C:2]([Cl:1])=[C:3]([I:9])[CH:4]=2)=[O:16])=[CH:13][N:12]=1

Participants

4

Reactant 3

HCID 27821656-Chloronicotinoyl ChlorideHCID 218749544-Chloro-3-iodoanilineHCID 593181386-chloro-N-(4-iodo-3-methyl-phenyl)-nicotinamide

Product 1

HCID 593181026-Chloro-N-(4-chloro-3-iodo-phenyl)-nicotinamide

Procedure

6-Chloro-N-(4-chloro-3-iodo-phenyl)-nicotinamide was prepared from 4-chloro-3-iodo aniline (perpared as described in WO03/062241) and 6-chloronicotinoyl chloride following a procedure similar to the one described in the synthesis of 6-chloro-N-(4-iodo-3-methyl-phenyl)-nicotinamide, above. The product was isolated after suspension in small volume of CH2Cl2 and filtration. HRMS m/z calcd for C12H7N2OCl2I [M+H]+: 392.9053. Found: 392.9054.

Workup

  1. customThe product was isolated after suspension
  2. filtrationin small volume of CH2Cl2 and filtration

Sources & evidence

ORD record
ord-c48c4a963ef7480b98e2dd78629b29e1
Source dataset
uspto-grants-2012_12
Patent number
US08324385B2

Reaction notes

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