(3S)-3-ethyl-7-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-1-methyl-3,4-dihydroquinoxalin-2(1H)-one → (3S)-1,3-Diethyl-7-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1 h)-one

HRID 898269Notes

Reaction equation

HRID 898269 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([F:13])[CH:11]=2)[N:6]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([O:23]C)=[CH:19][CH:18]=2)(=[O:16])=[O:15])[C@@H:5]([CH2:25][CH3:26])[C:4]1=[O:27])[CH3:2].C([C@@H]1N(S(C2C=CC(O)=CC=2)(=O)=O)C2C(=CC(F)=CC=2)N(C)C1=O)C>>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([F:13])[CH:11]=2)[N:6]([S:14]([C:17]2[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=2)(=[O:16])=[O:15])[C@@H:5]([CH2:25][CH3:26])[C:4]1=[O:27])[CH3:2]

Participants

3

Reactant 2

HCID 11639171(3S)-3-ethyl-7-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-1-methyl-3,4-dihydroquinoxalin-2(1H)-oneHCID 69223084(3S)-1,3-diethyl-7-fluoro-4-[(4-methoxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1H)-one

Product 1

HCID 11574408(3S)-1,3-Diethyl-7-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1 h)-one

Procedure

(3S)-1,3-Diethyl-7-fluoro-4-[(4-methoxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1H)-one was treated according to the procedure for the preparation of (3S)-3-ethyl-7-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-1-methyl-3,4-dihydroquinoxalin-2(1H)-one (see Example 29) to yield (3S)-1,3-Diethyl-7-fluoro-4-[(4-hydroxyphenyl)sulfonyl]-3,4-dihydroquinoxalin-2(1 h)-one. MS (ESI) m/z 379 ([M+H]+); MS (ESI) m/z 377 ([M−H]−).

Sources & evidence

ORD record
ord-719a77d82fa84b52a8b403caa4a8d692
Source dataset
uspto-grants-2008_04
Patent number
US07351709B2

Reaction notes

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