4-Methyloxybenzyl chloride → 2-Tert-butoxy-2-[4-(4-chlorophenyl)-1-[(4-methoxyphenyl)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].[CH3:29][O:30][C:31]1[CH:38]=[CH:37][C:34]([CH2:35]Cl)=[CH:33][CH:32]=1>>[C:1]([O:5][CH:6]([C:11]1[N:16]([CH3:17])[C:15](=[O:18])[C:14]2[N:19]([CH2:35][C:34]3[CH:37]=[CH:38][C:31]([O:30][CH3:29])=[CH:32][CH:33]=3)[CH:20]=[CH:21][C:13]=2[C:12]=1[C:22]1[CH:23]=[CH:24][C:25]([Cl:28])=[CH:26][CH:27]=1)[C:7]([OH:9])=[O:8])([CH3:4])([CH3:3])[CH3:2]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 4-methoxybenzyl chloride. 1H NMR (400 MHz, CHLOROFORM-d) ppm 7.57-7.64 (m, 1H) 7.43-7.49 (m, 2H) 7.37-7.43 (m, 1H) 7.24-7.29 (m, 2H) 6.99-7.06 (m, 1H) 6.83-6.90 (m, 2H) 5.93-6.00 (m, 1H) 5.70-5.83 (m, 2H) 5.30-5.36 (m, 1H) 3.79 (s, 3H) 3.68 (s, 3H) 1.01 (s, 9H); LCMS (m/z) ES+=509 (M+1).
Sources & evidence
- ORD record
- ord-494ce7235eca494f9a727e03eaae0ade
- Source dataset
- uspto-grants-2015_04
- Patent number
- US09012642B2
Reaction notes
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