2-(Bromomethyl)-1,4-difluorobenzene → 2-Tert-butoxy-2-[4-(4-chlorophenyl)-1-[(2,5-difluorophenyl)methyl]-6-methyl-7-oxo-pyrrolo[2,3-c]pyridin-5-yl]acetic acid
Reaction equation
[C:1]([O:5][CH:6]([C:11]1[N:16]([CH3:17])[C:15](=[O:18])[C:14]2[NH:19][CH:20]=[CH:21][C:13]=2[C:12]=1[C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1)[C:7]([O:9]C)=[O:8])([CH3:4])([CH3:3])[CH3:2].[F:29][C:30]1[CH:37]=[CH:36][C:35]([F:38])=[CH:34][C:31]=1[CH2:32]Br>>[C:1]([O:5][CH:6]([C:11]1[N:16]([CH3:17])[C:15](=[O:18])[C:14]2[N:19]([CH2:32][C:31]3[CH:34]=[C:35]([F:38])[CH:36]=[CH:37][C:30]=3[F:29])[CH:20]=[CH:21][C:13]=2[C:12]=1[C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1)[C:7]([OH:9])=[O:8])([CH3:2])([CH3:3])[CH3:4]Participants
3
Reactant 2
Product 1
Procedure
The title compound was prepared in a manner similar to that described in Example 2 from methyl 2-(tert-butoxy)-2-(4-(4-chlorophenyl)-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-5-yl)acetate and 2,5-difluorobenzyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) ppm 7.65-7.60 (m, 1H), 7.50-7.45 (m, 2H), 7.44-7.38 (m, 1H), 7.13-7.10 (m, 1H), 7.07-6.99 (m, 2H), 6.97-6.89 (m, 1H), 6.03-5.99 (m, 1H), 5.93-5.82 (m, 2H), 5.35-5.32 (m, 1H), 3.66 (s, 3H), 1.02 (s, 9H); LCMS (m/z) ES+=515 (M+1).
Sources & evidence
- ORD record
- ord-ff0fc6592bf94e15ba014a94c873a7e5
- Source dataset
- uspto-grants-2015_04
- Patent number
- US09012642B2
Reaction notes
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