5-Chloro-2-fluoro-4-iodopyridine → US10385022, Example 87

HRID 878077Notes

Reaction equation

HRID 878077 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([N:8]([CH3:25])[C:9](=[O:24])[C:10]2[CH:15]=[C:14]([C:16]([F:19])([F:18])[F:17])[CH:13]=[C:12]([C:20]([F:23])([F:22])[F:21])[CH:11]=2)=[C:4](C2C=CC(F)=CC=2C)[CH:3]=1.[Cl:34][C:35]1[C:36](I)=[CH:37][C:38]([F:41])=[N:39][CH:40]=1>CCCCCCC.CCOC(C)=O>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([N:8]([CH3:25])[C:9](=[O:24])[C:10]2[CH:15]=[C:14]([C:16]([F:17])([F:19])[F:18])[CH:13]=[C:12]([C:20]([F:21])([F:22])[F:23])[CH:11]=2)=[C:4]([C:36]2[C:35]([Cl:34])=[CH:40][N:39]=[C:38]([F:41])[CH:37]=2)[CH:3]=1

Participants

4

Reactant 2

HCID 218653365-Chloro-2-fluoro-4-iodopyridineHCID 86670717N-[6-Chloro-4-(4-fluoro-2-methyl-phenyl)-pyridin-3-yl]-N-methyl-3,5-bis-trifluoromethyl-benzamide

Product 1

HCID 60197695US10385022, Example 87

Reagents, catalysts & solvents 1

HCID 21899848Ethylacetate heptaneSolvent

Procedure

The title compound was prepared in analogy to example 73, from N-(6-chloro-4-iodo-pyridin-3-yl)-N-methyl-3,5-bis-trifluoromethyl-benzamide (example 72, intermediate) and 5-chloro-2-fluoro-4-iodopyridine (CAS RN 659731-48-3) and using a gradient of n-heptane:EtOAc (100:0 to 30:70) for the chromatographic separation. Colorless oil (89%). MS (ESI): m/z=511.009 [M+H]+.

Workup

  1. customfor the chromatographic separation

Sources & evidence

ORD record
ord-4488c24809784d5ab726d7869d99ee8b
Source dataset
uspto-grants-2015_03
Patent number
US08987307B2

Reaction notes

Loading…