Hydrochloric Acid → {2-[(6-Amino-5-nitro(2-pyridyl))amino]ethyl}[4-(2,4-dichlorophenyl)-5-piperazinylpyrimidin-2-yl]amine

HRID 31777Notes

Reaction equation

HRID 31777 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][NH:11][C:12]2[N:17]=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=3[Cl:25])[C:15]([N:26]3[CH2:31][CH2:30][N:29](C(OC(C)(C)C)=O)[CH2:28][CH2:27]3)=[CH:14][N:13]=2)[CH:5]=[CH:4][C:3]=1[N+:39]([O-:41])=[O:40].Cl>CO>[NH2:1][C:2]1[N:7]=[C:6]([NH:8][CH2:9][CH2:10][NH:11][C:12]2[N:17]=[C:16]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=3[Cl:25])[C:15]([N:26]3[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]3)=[CH:14][N:13]=2)[CH:5]=[CH:4][C:3]=1[N+:39]([O-:41])=[O:40]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22142685Tert-butyl 4-[2-({2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}amino)-4-(2,4-dichlorophenyl)pyrimidin-5-yl]piperazinecarboxylate

Product 1

HCID 18334985{2-[(6-Amino-5-nitro(2-pyridyl))amino]ethyl}[4-(2,4-dichlorophenyl)-5-piperazinylpyrimidin-2-yl]amine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1 mmol of tert-butyl 4-[2-({2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}amino)-4-(2,4-dichlorophenyl)pyrimidin-5-yl]piperazinecarboxylate was heated to 60° C. 3M HCl in MeOH for one hour and concentrated in vacuo to obtain {2-[(6-amino-5-nitro(2-pyridyl))amino]ethyl}[4-(2,4-dichlorophenyl)-5-piperazinylpyrimidin-2-yl]amine.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f3cf4828196443a39dd9c50d7d812eff
Source dataset
uspto-grants-2008_09
Patent number
US07425557B2

Reaction notes

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