4-Methoxy-3-(trifluoromethyl)benzyl bromide → HCID 71209277, compound
Reaction equation
[C:1]([O:5][CH:6]([C:11]1[C:12]([C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][CH:30]=2)[O:27][CH2:26][CH2:25][CH2:24]3)=[C:13]2[CH:20]=[CH:19][NH:18][C:14]2=[N:15][C:16]=1[CH3:17])[C:7]([O:9]C)=[O:8])([CH3:4])([CH3:3])[CH3:2].[CH3:31][O:32][C:33]1[CH:40]=[CH:39][C:36]([CH2:37]Br)=[CH:35][C:34]=1[C:41]([F:44])([F:43])[F:42]>>[C:1]([O:5][CH:6]([C:11]1[C:12]([C:21]2[CH:22]=[C:23]3[C:28](=[CH:29][CH:30]=2)[O:27][CH2:26][CH2:25][CH2:24]3)=[C:13]2[CH:20]=[CH:19][N:18]([CH2:37][C:36]3[CH:39]=[CH:40][C:33]([O:32][CH3:31])=[C:34]([C:41]([F:42])([F:43])[F:44])[CH:35]=3)[C:14]2=[N:15][C:16]=1[CH3:17])[C:7]([OH:9])=[O:8])([CH3:2])([CH3:3])[CH3:4]Participants
3
Procedure
The title compound was prepared in a manner similar to that described in Example 27, Step H from methyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate and 4-methoxy-3-(trifluoromethyl)benzyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.58 (s, 1 H), 7.50-7.37 (m, 2 H), 7.26-7.19 (m, 1 H), 7.04-7.00 (m, 1 H), 6.98-6.89 (m, 2 H), 6.27-6.20 (m, 1 H), 5.62-5.56 (m, 1 H), 5.53-5.44 (m, 1 H), 5.43-5.34 (m, 1 H), 4.32-4.24 (m, 2 H), 3.89 (s, 3 H), 2.96-2.79 (m, 2 H), 2.72 (s, 3 H), 2.15-2.06 (m, 2 H), 1.00-0.92 (s, 9 H); LC/MS (m/z) ES+=583.38 (M+1).
Sources & evidence
- ORD record
- ord-52013799320d4aaa98e5123f09c173aa
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08609653B2
Reaction notes
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