N-Ethylaniline → 2-(2,5-Dichloro-phenoxy)-N-ethyl-5-fluoro-N-phenyl-nicotinamide

HRID 1877371Notes

Reaction equation

[Cl:1][C:2]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:3]=1[O:4][C:5]1[N:13]=[CH:12][C:11]([F:14])=[CH:10][C:6]=1[C:7]([OH:9])=O.C[C:21]1[CH:22]=[C:23]2[C:28](=[CH:29][CH:30]=1)[NH:27][CH2:26][CH2:25]C2.C(NC1C=CC=CC=1)C>>[Cl:1][C:2]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:3]=1[O:4][C:5]1[N:13]=[CH:12][C:11]([F:14])=[CH:10][C:6]=1[C:7]([N:27]([CH2:26][CH3:25])[C:28]1[CH:29]=[CH:30][CH:21]=[CH:22][CH:23]=1)=[O:9]

Participants

Reactant 3

HCID 7670N-Ethylaniline

HCID 666786-Methyl-1,2,3,4-tetrahydroquinoline

HCID 673674432-(2,5-Dichloro-phenoxy)-5-fluoro-nicotinic acid

Product 1

HCID 592944802-(2,5-Dichloro-phenoxy)-N-ethyl-5-fluoro-N-phenyl-nicotinamide

Procedure

The title compound was prepared in analogy to Example 31, Step 2, replacing 2-(2,5-dichloro-phenoxy)-nicotinic acid with 2-(2,5-dichloro-phenoxy)-5-fluoro-nicotinic acid (Example 80, Step 1) and 6-methyl-1,2,3,4-tetrahydro-quinoline with ethyl-phenyl-amine ([CAS RN 103-69-5]). MS (ISP): 405.0 [M+H]+.

Sources & evidence

ORD record: ord-55f6d77ffa6e4e19a89e02bc49000943
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08309734B2

Reaction notes

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