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

HRID 1877347Notes

Reaction equation

HRID 1877347 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[O:5][C:6]1[N:14]=[CH:13][CH:12]=[CH:11][C:7]=1[C:8]([OH:10])=O.N1C2C(=CC=CC=2)CCC1.[CH3:28][C:29]1[CH:30]=[C:31]2[C:36](=[CH:37][CH:38]=1)[NH:35][CH2:34][CH2:33][CH2:32]2>>[Cl:1][C:2]1[CH:3]=[C:4]([CH:15]=[CH:16][CH:17]=1)[O:5][C:6]1[C:7]([C:8]([N:35]2[C:36]3[C:31](=[CH:30][C:29]([CH3:28])=[CH:38][CH:37]=3)[CH2:32][CH2:33][CH2:34]2)=[O:10])=[CH:11][CH:12]=[CH:13][N:14]=1

Participants

4

Reactant 3

HCID 666786-Methyl-1,2,3,4-tetrahydroquinolineHCID 694601,2,3,4-TetrahydroquinolineHCID 122026412-(3-Chlorophenoxy)nicotinic acid

Product 1

HCID 59294538[2-(3-Chloro-phenoxy)-pyridin-3-yl]-(6-methyl-3,4-dihydro-2H-quinolin-1-yl)-methanone

Procedure

The title compound was prepared in analogy to Example 1, Step 2, replacing 2-(3-trifluoromethyl-phenoxy)-nicotinic acid with 2-(3-chloro-phenoxy)-nicotinic acid (Example 3, Step 1) and 1,2,3,4-tetrahydro-quinoline with 6-methyl-1,2,3,4-tetrahydro-quinoline ([CAS RN 91-61-2]). MS (ISP): 379.1 [M+H]+.

Sources & evidence

ORD record
ord-74ba4384a84e4df09a8d8809201723e0
Source dataset
uspto-grants-2012_11
Patent number
US08309734B2

Reaction notes

Loading…