1-(Bromomethyl)-2,3-difluoro-benzene → 2-Tert-butoxy-2-[4-chroman-6-yl-1-[(2,3-difluorophenyl)methyl]-6-methyl-pyrrolo[2,3-b]pyridin-5-yl]acetic acid
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].[F:31][C:32]1[C:39]([F:40])=[CH:38][CH:37]=[CH:36][C:33]=1[CH2:34]Br>>[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]([CH2:34][C:33]3[CH:36]=[CH:37][CH:38]=[C:39]([F:40])[C:32]=3[F:31])[C:14]2=[N:15][C:16]=1[CH3:17])[C:7]([OH:9])=[O:8])([CH3:4])([CH3:3])[CH3:2]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 2,3-difluorobenzyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.49-7.43 (m, 1 H), 7.20-7.04 (m, 5 H), 6.94 (dd, J=4.9, 8.4 Hz, 1 H), 6.32 (dd, J=3.5, 11.1 Hz, 1 H), 5.75-5.53 (m, 3 H), 4.33-4.26 (m, 2 H), 3.00-2.81 (m, 2 H), 2.79 (s, 3 H), 2.17-2.07 (m, 2 H), 0.97 (s, 9 H); LC/MS (m/z) ES+=521.33 (M+1).
Sources & evidence
- ORD record
- ord-d82e0d6d02ff41ae8fc88154775cdb41
- Source dataset
- uspto-grants-2013_12
- Patent number
- US08609653B2
Reaction notes
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