4-(Bromomethyl)-2-fluoro-1-methoxybenzene → HCID 71209257, compound

HRID 1912566Notes

Reaction equation

HRID 1912566 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:33]=[C:34]([CH:37]=[CH:38][C:39]=1[O:40][CH3:41])[CH2:35]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]([CH2:35][C:34]3[CH:37]=[CH:38][C:39]([O:40][CH3:41])=[C:32]([F:31])[CH:33]=3)[C:14]2=[N:15][C:16]=1[CH3:17])[C:7]([OH:9])=[O:8])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 27745534-(Bromomethyl)-2-fluoro-1-methoxybenzeneHCID 71209024methyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

Product 1

HCID 71209257HCID 71209257, 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 3-fluoro-4-methoxybenzyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.51-7.41 (m, 1 H), 7.25-7.18 (m, 1 H), 7.07-6.99 (m, 3 H), 6.97-6.88 (m, 2 H), 6.31-6.23 (m, 1 H), 5.63-5.56 (m, 1 H), 5.53-5.36 (m, 2 H), 4.32-4.26 (m, 2 H), 3.90-3.86 (m, 3 H), 2.96-2.80 (m, 2 H), 2.75 (s, 3 H), 2.14-2.04 (m, 2 H), 0.97 (s, 9H); LC/MS (m/z) ES+=533.28 (M+1).

Sources & evidence

ORD record
ord-93436bfcbacd4c6d89751ce9309739c9
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

Loading…