1-(2-Bromoethyl)-3,5-bis(trifluoromethyl)benzene → HCID 57850115, compound

HRID 736647Notes

Reaction equation

HRID 736647 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][CH2:24][C:25]1[CH:30]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:28]=[C:27]([C:35]([F:38])([F:37])[F:36])[CH:26]=1>>[F:32][C:31]([F:33])([F:34])[C:29]1[CH:30]=[C:25]([CH2:24][CH2:23][N:13]2[C:12]([S:11][C:4]3[CH:5]=[C:6]([O:9][CH3:10])[CH:7]=[CH:8][C:3]=3[O:2][CH3:1])=[N:20][C:19]3[C:14]2=[N:15][CH:16]=[N:17][C:18]=3[NH2:21])[CH:26]=[C:27]([C:35]([F:36])([F:37])[F:38])[CH:28]=1

Participants

3

Reactant 2

HCID 534025101-(2-Bromoethyl)-3,5-bis(trifluoromethyl)benzeneHCID 178492621HCID 178492621, compound

Product 1

HCID 57850115HCID 57850115, compound

Procedure

The title compound was prepared from 8-(2,5-dimethoxy-phenylsulfanyl)-9H-purin-6-ylamine and 1-(2-bromo-ethyl)-3,5-bis-trifluoromethyl-benzene by a procedure similar to examples 1 and 2. The compound was purified by preparative HPLC. 9-[2-(3,5-Bistrifluoromethyl-phenyl)-ethyl]-8-(2,5-dimethoxy-phenylsulfanyl)-9H-purin-6-ylamine: 1H NMR (DMSO-d6) δ 8.10 (s, 1H), 7.86 (s, 1H), 7.54 (s, 2H), 7.01 (d, J=9.0 Hz, 1H), 6.83 (dd, J=11.0, 3.0 Hz, 1H), 6.40 (d, J=2.9 Hz, 1H), 4.50 (t, J=7.2 Hz, 2H), 3.75 (s, 3H), 3.59 (s, 3H), 3.24 (t, J=7.2 Hz, 2H); LC-MS [M+H]+ 544.1.

Workup

  1. customThe compound was purified by preparative HPLC

Sources & evidence

ORD record
ord-30920f8db099454086ff42a98cb7ad3d
Source dataset
uspto-grants-2009_09
Patent number
US07595401B2

Reaction notes

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