6,7-Difluoro-1,2,3,4-tetrahydroquinoline → [4-(2,5-Dichloro-phenoxy)-pyridin-3-yl]-(6,7-difluoro-3,4-dihydro-2H-quinolin-1-yl)-methanone

HRID 1966969Notes

Reaction equation

HRID 1966969 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[F:12])[NH:8][CH2:7][CH2:6][CH2:5]2.[Cl:13][C:14]1[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][C:15]=1[O:16][C:17]1[CH:22]=[CH:21][N:20]=[CH:19][C:18]=1[C:23](N1C2C(=CC=CC=2)CCC1)=[O:24]>>[Cl:13][C:14]1[CH:38]=[CH:37][C:36]([Cl:39])=[CH:35][C:15]=1[O:16][C:17]1[CH:22]=[CH:21][N:20]=[CH:19][C:18]=1[C:23]([N:8]1[C:9]2[C:4](=[CH:3][C:2]([F:1])=[C:11]([F:12])[CH:10]=2)[CH2:5][CH2:6][CH2:7]1)=[O:24]

Participants

3

Reactant 2

HCID 167848686,7-Difluoro-1,2,3,4-tetrahydroquinolineHCID 53311781[4-(2,5-Dichloro-phenoxy)-pyridin-3-yl]-(3,4-dihydro-2H-quinolin-1-yl)-methanone

Product 1

HCID 53311782[4-(2,5-Dichloro-phenoxy)-pyridin-3-yl]-(6,7-difluoro-3,4-dihydro-2H-quinolin-1-yl)-methanone

Procedure

The title compound was prepared in analogy to Example 1, from 6,7-difluoro-1,2,3,4-tetrahydro-quinoline (commercially available; CAS RN 953717-64-1) and 4-(2,5-dichloro-phenoxy)-nicotinic acid (Example 1, intermediate). Light brown gum (28%). MS (ESI): m/z=435.04 [M+H]+.

Sources & evidence

ORD record
ord-dddd722307884553966a7cf64bf789f2
Source dataset
uspto-grants-2013_04
Patent number
US08420647B2

Reaction notes

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