Benzyl Bromide → HCID 71208859, compound

HRID 1912564Notes

Reaction equation

HRID 1912564 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].[CH2:31](Br)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1>>[CH2:31]([N:18]1[C:14]2=[N:15][C:16]([CH3:17])=[C:11]([CH:6]([O:5][C:1]([CH3:3])([CH3:2])[CH3:4])[C:7]([OH:9])=[O:8])[C:12]([C:21]3[CH:22]=[C:23]4[C:28](=[CH:29][CH:30]=3)[O:27][CH2:26][CH2:25][CH2:24]4)=[C:13]2[CH:20]=[CH:19]1)[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 71209024methyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

Product 1

HCID 71208859HCID 71208859, 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 benzyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.51-7.43 (m, 1 H), 7.39-7.28 (m, 5 H), 7.24-7.17 (m, 1 H), 7.06 (t, J=3.3 Hz, 1 H), 6.94 (dd, J=6.0, 8.2 Hz, 1 H), 6.29 (dd, J=3.4, 11.6 Hz, 1 H), 5.66-5.48 (m, 3 H), 4.32-4.23 (m, 2 H), 2.97-2.81 (m, 2 H), 2.79 (s, 3 H), 2.15-2.06 (m, 2 H), 0.97 (s, 9 H); LC/MS (m/z) ES+=485.37 (M+1).

Sources & evidence

ORD record
ord-1149799b7dae42279e351df46540f307
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

Loading…