Ethylacetate heptane → 4-(2,5-Dichloro-phenoxy)-N-methyl-N-(1,2,3,4-tetrahydro-quinolin-8-yl)-nicotinamide

HRID 1025846Notes

Reaction equation

[Cl:1][C:2]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:3]=1[O:4][C:5]1[C:10]([C:11]([NH:13][C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:23]=2[NH:22][CH2:21][CH2:20][CH2:19]3)=[O:12])=[CH:9][N:8]=[CH:7][CH:6]=1.[CH3:29]CCCCCC.C(OCC)(=O)C>>[Cl:1][C:2]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:3]=1[O:4][C:5]1[C:10]([C:11]([N:13]([CH3:29])[C:14]2[CH:15]=[CH:16][CH:17]=[C:18]3[C:23]=2[NH:22][CH2:21][CH2:20][CH2:19]3)=[O:12])=[CH:9][N:8]=[CH:7][CH:6]=1

Participants

Reactant 2

HCID 21899848Ethylacetate heptane

HCID 533121074-(2,5-Dichloro-phenoxy)-N-(1,2,3,4-tetrahydro-quinolin-8-yl)-nicotinamide

Product 1

HCID 533121094-(2,5-Dichloro-phenoxy)-N-methyl-N-(1,2,3,4-tetrahydro-quinolin-8-yl)-nicotinamide

Procedure

The title compound was prepared in analogy to Example 12, from 4-(2,5-dichloro-phenoxy)-N-(1,2,3,4-tetrahydro-quinolin-8-yl)-nicotinamide (Example 22) and using a gradient of n-heptane:ethyl acetate (100:0 to 0:100) for the chromatographic purification. Colorless foam (42%). MS (ESI): m/z=428.092 [M+H]+.

Workup

customfor the chromatographic purification

Sources & evidence

ORD record: ord-7d2c6303fe3c46aca80898b8b4115147
Source dataset: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08729091B2

Reaction notes

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