3-Methoxybenzyl bromide → HCID 71208959, compound

HRID 1912582Notes

Reaction equation

HRID 1912582 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:34]=[C:35]([CH:38]=[CH:39][CH:40]=1)[CH2:36]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]([CH2:36][C:35]3[CH:38]=[CH:39][CH:40]=[C:33]([O:32][CH3:31])[CH:34]=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 40672073-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 71208959HCID 71208959, 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-methoxybenzyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.51-7.43 (m, 1 H), 7.27-7.17 (m, 2 H), 7.09-7.04 (m, 1 H), 6.96-6.91 (m, 1 H), 6.89-6.81 (m, 3 H), 6.28 (dd, J=3.5, 10.9 Hz, 1 H), 5.62-5.43 (m, 3 H), 4.33-4.25 (m, 2 H), 3.78 (d, J=1.2 Hz, 3 H), 2.96-2.80 (m, 2 H), 2.78 (s, 3 H), 2.15-2.03 (m, 2 H), 1.02-0.91 (s, 9 H); LC/MS (m/z) ES+=515.38 (M+1).

Sources & evidence

ORD record
ord-863109ad098e4bf1b4353813ca09d0fc
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

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