Hydrochloric Acid → N-(2-aminoethyl)-N'-(5-amino-1-methyl-1H-pyrazol-4-yl)urea trihydrochloride

HRID 1247823Notes

Reaction equation

HRID 1247823 reaction equation
[CH3:1][N:2]1[C:6]([NH:7]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[C:5]([NH:27][C:28]([NH:30][CH2:31][CH2:32][NH:33]C(=O)OC(C)(C)C)=[O:29])[CH:4]=[N:3]1.[ClH:41]>CO.O1CCOCC1>[ClH:41].[ClH:41].[ClH:41].[NH2:33][CH2:32][CH2:31][NH:30][C:28]([NH:27][C:5]1[CH:4]=[N:3][N:2]([CH3:1])[C:6]=1[NH2:7])=[O:29]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 21904455Carbamic acid, N-(2-((((1-methyl-5-((triphenylmethyl)amino)-1H-pyrazol-4-yl)amino)carbonyl)amino)ethyl)-, 1,1-dimethylethyl ester

Product 1

HCID 21904597N-(2-aminoethyl)-N'-(5-amino-1-methyl-1H-pyrazol-4-yl)urea trihydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a suspension of tert-butyl {2-[({[1-methyl-5-(tritylamino)-1H-pyrazol-4-yl]amino}carbonyl)amino]ethyl}carbamate (10.8 g) in methanol (50 ml) was added 4M hydrogen chloride solution in dioxane (50 ml). The mixture was stirred at room temperature for 3 hours. The solvent was concentrated in vacuo, and the residue was triturated with ethyl acetate and dried in vacuo to give N-(2-aminoethyl)-N′-(5-amino-1-methyl-1H-pyrazol-4-yl)urea trihydrochloride (5.6 g) as a solid.

Workup

  1. concentrationThe solvent was concentrated in vacuo
  2. customthe residue was triturated with ethyl acetate
  3. customdried in vacuo

Sources & evidence

ORD record
ord-8c411d18ae304532a790856b099a9614
Source dataset
uspto-grants-2006_10
Patent number
US07129232B2

Reaction notes

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