6-Methyl-1,2,3,4-tetrahydroquinoline → [2-(2,5-Dichloro-phenoxy)-5-fluoro-pyridin-3-yl]-(3,4-dihydro-2H-quinolin-1-yl)-methanone

HRID 1877370Notes

Reaction equation

HRID 1877370 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][CH2:24]2.N1C2C(=CC=CC=2)CCC1>>[Cl:1][C:2]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:3]=1[O:4][C:5]1[C:6]([C:7]([N:27]2[C:28]3[C:23](=[CH:22][CH:21]=[CH:30][CH:29]=3)[CH2:24][CH2:25][CH2:26]2)=[O:9])=[CH:10][C:11]([F:14])=[CH:12][N:13]=1

Participants

4

Reactant 3

HCID 666786-Methyl-1,2,3,4-tetrahydroquinolineHCID 694601,2,3,4-TetrahydroquinolineHCID 673674432-(2,5-Dichloro-phenoxy)-5-fluoro-nicotinic acid

Product 1

HCID 59294494[2-(2,5-Dichloro-phenoxy)-5-fluoro-pyridin-3-yl]-(3,4-dihydro-2H-quinolin-1-yl)-methanone

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 1,2,3,4-tetrahydro-quinoline ([CAS RN 635-46-1]). MS (ISP): 417.0 [M+H]+.

Sources & evidence

ORD record
ord-cd78fb931c54480f8a2967f97ba6c7ed
Source dataset
uspto-grants-2012_11
Patent number
US08309734B2

Reaction notes

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