(3R)-4-(2,4-dimethoxybenzoyl)-3-ethyl-6-fluoro-3,4-dihydroquinoxalin-2(1H)-one → (3R)-4-(2,4-dimethoxybenzoyl)-3-ethyl-6-fluoro-1-methyl-3,4-dihydroquinoxalin-2(1H)-one

HRID 898249Notes

Reaction equation

HRID 898249 reaction equation
[CH3:1][O:2][C:3]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:4]=1[C:5]([N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([F:17])[CH:15]=2)[NH:10][C:9](=[O:18])[C@H:8]1[CH2:19][CH3:20])=[O:6].[CH2:27]([C@H]1N(C(=O)C2C=CC(OC)=CC=2)C2C(=CC(F)=CC=2)N(C)C1=O)C>>[CH3:1][O:2][C:3]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[CH:21][C:4]=1[C:5]([N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([F:17])[CH:15]=2)[N:10]([CH3:27])[C:9](=[O:18])[C@H:8]1[CH2:19][CH3:20])=[O:6]

Participants

3

Reactant 2

HCID 69221283(3R)-4-(2,4-dimethoxybenzoyl)-3-ethyl-6-fluoro-3,4-dihydroquinoxalin-2(1H)-oneHCID 69223654(3R)-3-ethyl-7-fluoro-4-(4-methoxybenzoyl)-1-methyl-3,4-dihydroquinoxalin-2(1H)-one

Product 1

HCID 69220476(3R)-4-(2,4-dimethoxybenzoyl)-3-ethyl-6-fluoro-1-methyl-3,4-dihydroquinoxalin-2(1H)-oneYield 78%

Procedure

(3R)-4-(2,4-Dimethoxybenzoyl)-3-ethyl-6-fluoro-3,4-dihydroquinoxalin-2(1H)-one (see Example 18) was treated according to the procedure for the preparation of (3R)-3-ethyl-7-fluoro-4-(4-methoxybenzoyl)-1-methyl-3,4-dihydroquinoxalin-2(1H)-one (see Example 1) to yield (3R)-4-(2,4-dimethoxybenzoyl)-3-ethyl-6-fluoro-1-methyl-3,4-dihydroquinoxalin-2(1H)-one (78%).

Sources & evidence

ORD record
ord-45aa62d3140f4dbb93a45540f95e37d4
Source dataset
uspto-grants-2008_04
Patent number
US07351709B2

Reaction notes

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