3-Nitrophenethyl bromide → HCID 178508745, compound

HRID 736650Notes

Reaction equation

HRID 736650 reaction equation
[Br:1][C:2]1[C:3]([S:11][C:12]2[NH:13][C:14]3[C:19]([N:20]=2)=[C:18]([NH2:21])[N:17]=[CH:16][N:15]=3)=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1.Br[CH2:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([N+:31]([O-:33])=[O:32])[CH:26]=1>>[Br:1][C:2]1[C:3]([S:11][C:12]2[N:13]=[C:14]3[C:19]([N:20]=2)=[C:18]([NH2:21])[N:17]=[CH:16][N:15]3[CH2:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([N+:31]([O-:33])=[O:32])[CH:26]=2)=[CH:4][C:5]2[O:9][CH2:8][O:7][C:6]=2[CH:10]=1

Participants

3

Reactant 2

HCID 5916183-Nitrophenethyl bromideHCID 178508694HCID 178508694, compound

Product 1

HCID 178508745HCID 178508745, compound

Procedure

The title compound was prepared from 8-(6-bromo-benzo[1,3]dioxol-5-ylsulfanyl)-9H-purin-6-ylamine and 1-(2-bromo-ethyl)-3-nitro-benzene by a procedure similar to examples 1 and 2. The compound was purified by preparative HPLC. 1H NMR (DMSO-d6) δ 8.29 (s, 1H), 7.99-7.95 (m, 1H), 7.56-7.42 (m, 2H), 7.33 (s, 1H), 7.10-7.05 (m, 1H), 6.72 (s, 1H), 6.10 (s, 2H), 4.60 (t, J=6.9 Hz, 2H), 3.36 (t, J=7.0 Hz, 2H); LC-MS [M+H]+ 516.0.

Workup

  1. customThe compound was purified by preparative HPLC

Sources & evidence

ORD record
ord-7486f24b074a40c9a2966333b3b68052
Source dataset
uspto-grants-2009_09
Patent number
US07595401B2

Reaction notes

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