4,5-Difluoro-2-methoxyaniline → HCID 67320675, compound

HRID 1966993Notes

Reaction equation

HRID 1966993 reaction equation
[Cl:1][C:2]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][N:8]=[CH:7][C:6]=1[C:11](N1C2C(=CC=CC=2)CCC1)=[O:12].[F:28][C:29]1[C:35]([F:36])=[CH:34][C:32]([NH2:33])=[C:31]([O:37][CH3:38])[CH:30]=1>CCCCCCC.C(OCC)(=O)C>[Cl:1][C:2]1[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:3]=1[O:4][C:5]1[C:6]([C:11]([NH:33][C:32]2[CH:34]=[C:35]([F:36])[C:29]([F:28])=[CH:30][C:31]=2[O:37][CH3:38])=[O:12])=[CH:7][N:8]=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 201119604,5-Difluoro-2-methoxyanilineHCID 53311781[4-(2,5-Dichloro-phenoxy)-pyridin-3-yl]-(3,4-dihydro-2H-quinolin-1-yl)-methanone

Product 1

HCID 67320675HCID 67320675, compound

Reagents, catalysts & solvents 1

HCID 21899848Ethylacetate heptaneSolvent

Procedure

The title compound was prepared in analogy to Example 1, from 4-(2,5-dichloro-phenoxy)-nicotinic acid (Example 1, intermediate) and 4,5-difluoro-2-methoxyaniline (commercially available; CAS RN 1017779-71-3) and using a gradient of n-heptane:ethyl acetate (100:0 to 40:60) for the chromatographic purification. White solid (80%). MS (ESI): m/z=425.027 [M+H]+.

Workup

  1. customfor the chromatographic purification

Sources & evidence

ORD record
ord-e5a039dc2c244e4b9fe6ca08b7e6e1b1
Source dataset
uspto-grants-2013_04
Patent number
US08420647B2

Reaction notes

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