1-Chloro-3,5-dimethoxybenzene → (3,5-Dimethoxy-phenyl)-[8-(3-phenyl-piperazin-1-yl)-[1,2,4]triazolo[1,5-a]pyrazin-2-yl]-amine

HRID 2273003Notes

Reaction equation

HRID 2273003 reaction equation
Cl[C:2]1[C:3]2[N:4]([N:8]=[C:9]([NH2:11])[N:10]=2)[CH:5]=[CH:6][N:7]=1.[C:12]1([CH:18]2[NH:23][CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19]2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.Cl[C:32]1[CH:37]=[C:36]([O:38][CH3:39])[CH:35]=[C:34]([O:40][CH3:41])[CH:33]=1>>[CH3:39][O:38][C:36]1[CH:37]=[C:32]([NH:11][C:9]2[N:10]=[C:3]3[C:2]([N:20]4[CH2:21][CH2:22][NH:23][CH:18]([C:12]5[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=5)[CH2:19]4)=[N:7][CH:6]=[CH:5][N:4]3[N:8]=2)[CH:33]=[C:34]([O:40][CH3:41])[CH:35]=1

Participants

4

Reactant 3

HCID 815021-Chloro-3,5-dimethoxybenzeneHCID 2735358Tert-butyl 3-phenylpiperazine-1-carboxylateHCID 772310108-Chloro-[1,2,4]triazolo[1,5-a]pyrazin-2-amine

Product 1

HCID 71721796(3,5-Dimethoxy-phenyl)-[8-(3-phenyl-piperazin-1-yl)-[1,2,4]triazolo[1,5-a]pyrazin-2-yl]-amine

Procedure

8-Chloro-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamine and tert-butyl 3-phenyl-piperazine-1-carboxylate were coupled according general procedure 3. The intermediate was isolated and Buchwald Hartwig Amination following general procedure 2 with 1-chloro-3,5-dimethoxy-benzene gave the title compound as a solid.

Workup

  1. customThe intermediate was isolated

Sources & evidence

ORD record
ord-52951bcbac28489b9b3168c0ff860f66
Source dataset
uspto-grants-2015_09
Patent number
US09120804B2

Reaction notes

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