[4-(2,5-Dichloro-phenoxy)-pyridin-3-yl]-(3,4-dihydro-2H-quinolin-1-yl)-methanone → HCID 67320677, compound

HRID 1967002Notes

Reaction equation

HRID 1967002 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].[Cl:28][C:29]1[CH:30]=[C:31]([N:37]([CH:39]2[CH2:41][CH2:40]2)[CH3:38])[C:32]([NH2:36])=[CH:33][C:34]=1[F:35]>CCCCCCC.C(OCC)(=O)C>[Cl:28][C:29]1[C:34]([F:35])=[CH:33][C:32]([NH:36][C:11](=[O:12])[C:6]2[C:5]([O:4][C:3]3[CH:23]=[C:24]([Cl:27])[CH:25]=[CH:26][C:2]=3[Cl:1])=[CH:10][CH:9]=[N:8][CH:7]=2)=[C:31]([N:37]([CH:39]2[CH2:40][CH2:41]2)[CH3:38])[CH:30]=1

Participants

4

Reactant 2

HCID 53311781[4-(2,5-Dichloro-phenoxy)-pyridin-3-yl]-(3,4-dihydro-2H-quinolin-1-yl)-methanoneHCID 67320692HCID 67320692, compound

Product 1

HCID 67320677HCID 67320677, 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-chloro-N2-cyclopropyl-5-fluoro-N2-methyl-benzene-1,2-diamine and using a gradient of n-heptane:ethyl acetate (100:0 to 30:70) for the chromatographic purification. Colorless solid (70%). MS (ESI): m/z=446.083 [M+H]+.

Workup

  1. customfor the chromatographic purification

Sources & evidence

ORD record
ord-dbd481e4737e4752856c03b1426698bc
Source dataset
uspto-grants-2013_04
Patent number
US08420647B2

Reaction notes

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