4-Fluorobenzyl bromide → HCID 178492622, compound

HRID 736641Notes

Reaction equation

HRID 736641 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[S:11][C:12]1[NH:13][C:14]2[C:19]([N:20]=1)=[C:18]([NH2:21])[N:17]=[CH:16][N:15]=2.Br[CH2:23][C:24]1[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][C:4]=1[S:11][C:12]1[N:13]=[C:14]2[C:19]([N:20]=1)=[C:18]([NH2:21])[N:17]=[CH:16][N:15]2[CH2:23][C:24]1[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 680214-Fluorobenzyl bromideHCID 178492621HCID 178492621, compound

Product 1

HCID 178492622HCID 178492622, compoundYield 34%

Procedure

The title compound was prepared from 8-(2,5-dimethoxy-phenylsulfanyl)-9H-purin-6-ylamine and 1-bromomethyl-4-fluoro-benzene by a procedure similar to examples 1 and 2. The compound was purified by preparative HPLC. 8-(2,5-Dimethoxy-phenylsulfanyl)-3-(4-fluoro-benzyl)-3H-purin-6-ylamine: Yield 34%, 1H NMR (DMSO-d6) δ 8.55 (s, 1H), 8.1 (bs, 2H), 7.51 (m, 2H), 7.15 (m, 2H), 6.97 (m, 2H), 6.76 (dd, J=8.8, 2.8 Hz, 1H), 5.44 (s, 2H), 3.74 (s, 3H), 3.50 (s, 3H); LC-MS [M+H]+ 412.1.

Workup

  1. customThe compound was purified by preparative HPLC

Sources & evidence

ORD record
ord-0e864ed28f53442eadd649e32183402c
Source dataset
uspto-grants-2009_09
Patent number
US07595401B2

Reaction notes

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