3,4-Difluorobenzoyl chloride → 7-(3,4-Difluorobenzoyl)-6,7-dihydro-5H-10-oxa-7-azabenzo[a]azulene-9-carboxylic acid ethyl ester
Reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:7]2[O:8][C:9]3[CH:19]=[CH:18][CH:17]=[CH:16][C:10]=3[C:11]=2[CH2:12][CH2:13][NH:14][CH:15]=1)=[O:5])[CH3:2].[F:20][C:21]1[CH:22]=[C:23]([CH:27]=[CH:28][C:29]=1[F:30])[C:24](Cl)=[O:25]>>[CH2:1]([O:3][C:4]([C:6]1[C:7]2[O:8][C:9]3[CH:19]=[CH:18][CH:17]=[CH:16][C:10]=3[C:11]=2[CH2:12][CH2:13][N:14]([C:24](=[O:25])[C:23]2[CH:27]=[CH:28][C:29]([F:30])=[C:21]([F:20])[CH:22]=2)[CH:15]=1)=[O:5])[CH3:2]Participants
3
Procedure
In a manner similar to Step F of Example 32, but using the intermediate 6,7-dihydro-5H-10-oxa-7-azabenzo[a]azulene-9-carboxylic acid ethyl ester and 3,4-difluorobenzoyl chloride, the title compound was prepared; 1NMR (CDCl3): δ 7.46-7.53 (4H, m), 7.34 (2H, m), 7.25 (2H, m), 4.33 (2H, q), 4.21 (2H, t), 3.17 (2H, t), 1.32 (3H, t). MS (ES): 398 (MH+).
Sources & evidence
- ORD record
- ord-e1bed53b2f884a3d81ade8738786242d
- Source dataset
- uspto-grants-2009_02
- Patent number
- US07485634B2
Reaction notes
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