Sodium ethoxide → 6-Bromo-3-(4-chlorophenoxy)-2-ethoxy-4-(trifluoromethyl)quinoline

HRID 623964Notes

Reaction equation

HRID 623964 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[C:6]([O:13][C:14]1[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=1)=[C:5]2[C:21]([F:24])([F:23])[F:22].[O-][CH2:26][CH3:27].[Na+]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([O:12][CH2:26][CH3:27])[C:6]([O:13][C:14]1[CH:15]=[CH:16][C:17]([Cl:20])=[CH:18][CH:19]=1)=[C:5]2[C:21]([F:23])([F:22])[F:24]

Participants

3

Reactant 2

HCID 2723922Sodium ethoxideHCID 867154486-bromo-3-(4-chlorophenoxy)-4-(trifluoromethyl)quinolin-2(1H)-one2×

Product 1

HCID 867154506-Bromo-3-(4-chlorophenoxy)-2-ethoxy-4-(trifluoromethyl)quinoline

Procedure

The title compound was prepared using 6-bromo-2-chloro-3-(4-chlorophenoxy)-4-(trifluoromethyl)quinoline (Intermediate 7, step d) in place of (4-chlorophenyl)(2,4-dichloro-3-phenoxyquinolin-6-yl)(1-methyl-1H-imidazol-5-yl)methanol (Example 1) according to the procedure of Example 2 except only one equivalent of sodium ethoxide was used.

Sources & evidence

ORD record
ord-09c16e024121407f9657f63f6939b2e9
Source dataset
uspto-grants-2016_04
Patent number
US09303015B2

Reaction notes

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