Trifluoromethanesulfonic acid → N6-(2-Aminoethyl)-2-methylsulfanyl-pyrimidine-4,6-diamine trifluoromethanesulfonate

HRID 333094Notes

Reaction equation

HRID 333094 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([S:8][CH3:9])[N:5]=[C:4]([NH:10][CH2:11][CH2:12][NH:13]C(=O)OC(C)(C)C)[CH:3]=1.[F:21][C:22]([F:28])([F:27])[S:23]([OH:26])(=[O:25])=[O:24]>C(Cl)Cl>[F:21][C:22]([F:28])([F:27])[S:23]([OH:26])(=[O:25])=[O:24].[NH2:13][CH2:12][CH2:11][NH:10][C:4]1[N:5]=[C:6]([S:8][CH3:9])[N:7]=[C:2]([NH2:1])[CH:3]=1

Participants

4

Reactant 2

HCID 62406Trifluoromethanesulfonic acidHCID 86691180Tert-Butyl N-[2-[(6-amino-2-methylsulfanyl-pyrimidin-4-yl)amino]ethyl]carbamate

Product 1

HCID 86691178N6-(2-Aminoethyl)-2-methylsulfanyl-pyrimidine-4,6-diamine trifluoromethanesulfonate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Tert-Butyl N-[2-[(6-amino-2-methylsulfanyl-pyrimidin-4-yl)amino]ethyl]carbamate (105 mg, 0.35 mmol) was dissolved in a mixture of DCM (20 ml) and trifluoromethanesulfonic acid (5 ml) and stirred at room temperature for 2 hours. The volatiles were removed under reduced pressure, the residue was taken up in THF and evaporated again to yield 182 mg of a residue that was used directly in the next step.

Workup

  1. customThe volatiles were removed under reduced pressure
  2. customevaporated again

Sources & evidence

ORD record
ord-08fe5e9694644eb9b8ec6ccb886bdfe8
Source dataset
uspto-grants-2014_11
Patent number
US08877934B2

Reaction notes

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