2-Chloro-6-fluorobenzyl bromide → HCID 71209370, compound

HRID 1912577Notes

Reaction equation

HRID 1912577 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].[Cl:31][C:32]1[CH:39]=[CH:38][CH:37]=[C:36]([F:40])[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]([F:40])=[CH:37][CH:38]=[CH:39][C:32]=3[Cl: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

Reactant 2

HCID 27736252-Chloro-6-fluorobenzyl bromideHCID 71209024methyl 2-(tert-butoxy)-2-(4-(chroman-6-yl)-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)acetate

Product 1

HCID 71209370HCID 71209370, 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-chloro-6-fluorobenzyl bromide. 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.48-7.40 (m, 1 H), 7.33-7.27 (m, 2 H), 7.23-7.17 (m, 1 H), 7.10-7.03 (m, 1 H), 7.00-6.95 (m, 1 H), 6.91 (t, J=7.7 Hz, 1 H), 6.21-6.14 (m, 1 H), 5.72-5.55 (m, 3 H), 4.31-4.24 (m, 2 H), 2.92-2.77 (m, 2 H), 2.74 (s, 3 H), 2.06 (s, 2 H), 1.02-0.92 (s, 9 H); LC/MS (m/z) ES+=537.38 (M+1).

Sources & evidence

ORD record
ord-0dbcf4d328154c8f88d263738e632b39
Source dataset
uspto-grants-2013_12
Patent number
US08609653B2

Reaction notes

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