2-Fluoro-6-methoxybenzyl bromide → HCID 71209476, compound

HRID 1912576Notes

Reaction equation

HRID 1912576 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[CH:39]=[CH:38][CH:37]=[C:36]([O:40][CH3:41])[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[C:36]([O:40][CH3:41])=[CH:37][CH:38]=[CH:39][C:32]=3[F:31])[C:14]2=[N:15][C:16]=1[CH3:17])[C:7]([OH:9])=[O:8])([CH3:2])([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 27793222-Fluoro-6-methoxybenzyl bromideHCID 71209024methyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

Product 1

HCID 71209476HCID 71209476, compound

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-fluoro-6-methoxybenzyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.48-7.40 (m, 1 H), 7.32-7.28 (m, 1 H), 7.26-7.17 (m, 1 H), 7.04-6.99 (m, 1 H), 6.90 (dd, J=6.3, 8.3 Hz, 1 H), 6.78-6.69 (m, 2 H), 6.16-6.09 (m, 1 H), 5.62-5.55 (m, 2 H), 5.50-5.42 (m, 1 H), 4.30-4.24 (m, 2 H), 3.83 (d, J=1.8 Hz, 3 H), 2.94-2.78 (m, 2 H), 2.78-2.71 (m, 3 H), 2.07-2.03 (m, 2 H), 1.01-0.93 (s, 9 H); LC/MS (m/z) ES+=533.37 (M+1).

Sources & evidence

ORD record
ord-b8a99920a98a4c01b4fa4f42c07715a4
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

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