1-[1-(Bromomethyl)cyclopropyl]-4-chlorobenzene → HCID 57850097, compound

HRID 736649Notes

Reaction equation

HRID 736649 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][C:24]1([C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=2)[CH2:26][CH2:25]1>>[Br:1][C:2]1[C:3]([S:11][C:12]2[N:13]([CH2:23][C:24]3([C:27]4[CH:28]=[CH:29][C:30]([Cl:33])=[CH:31][CH:32]=4)[CH2:26][CH2:25]3)[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

Participants

3

Reactant 2

HCID 668864661-[1-(Bromomethyl)cyclopropyl]-4-chlorobenzeneHCID 178508694HCID 178508694, compound

Product 1

HCID 57850097HCID 57850097, compound

Procedure

The title compound was prepared from 8-(6-bromo-benzo[1,3]dioxol-5-ylsulfanyl)-9H-purin-6-ylamine and 1-(-bromomethyl-cyclopropyl)-4-chloro-benzene by a procedure similar to examples 1 and 2. The compound was purified by preparative HPLC. 8-(6-Bromo-benzo[1,3]dioxol-5-ylsulfanyl)-9-[1-(4-chloro-phenyl)-cyclopropylmethyl]-9H-purin-6-ylamine: 1H NMR (CD3OD) δ 8.24 (s, 1H), 7.24 (d, J=9.3 Hz, 2H), 7.19 (s, 1H), 714 (d, J=8.6 Hz, 2H), 6.93 (s, 1H), 6.08 (s, 2H) 4.49 (s, 2H), 1.41-1.35 (m, 2H), 0.95-0.91 (m, 2H); LC-MS [M+H]+ 531.8.

Workup

  1. customThe compound was purified by preparative HPLC

Sources & evidence

ORD record
ord-1c52d1a70e184df6b9bebec40f5aef19
Source dataset
uspto-grants-2009_09
Patent number
US07595401B2

Reaction notes

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