Hydrochloric Acid → 1-(1,5-dimethyl-1H-pyrazol-4-yl)propan-1-amine dihydrochloride

HRID 2425543Notes

Reaction equation

HRID 2425543 reaction equation
[CH3:1][N:2]1[C:6]([CH3:7])=[C:5]([CH:8]([NH:11]S(C(C)(C)C)=O)[CH2:9][CH3:10])[CH:4]=[N:3]1.[ClH:18]>CO>[ClH:18].[ClH:18].[CH3:1][N:2]1[C:6]([CH3:7])=[C:5]([CH:8]([NH2:11])[CH2:9][CH3:10])[CH:4]=[N:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67182419N-(1-(1,5-dimethyl-1H-pyrazol-4-yl)propyl)-2-methylpropane-2-sulfinamide

Product 1

HCID 671823011-(1,5-dimethyl-1H-pyrazol-4-yl)propan-1-amine dihydrochlorideYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-(1-(1,5-dimethyl-1H-pyrazol-4-yl)propyl)-2-methylpropane-2-sulfinamide (Step A5B) (650 mg, 1.8 mmol) was dissolved in 10% HCl in MeOH (5 ml) and the resulting mixture was stirred for 15 h. The mixture was concentrated to give a pale yellow solid, which was recrystallized (MeOH-Ether) to give the title product as a white solid (460 mg, >99% yield). 1H NMR (300 MHz, DMSO-d6) δ 0.76 (3H, t, J=6.0 Hz), 1.70-1.84 (1H, m), 1.89-2.03 (1H, m), 2.23 (3H, s), 3.72 (3H, s), 3.96-4.03 (1H, m), 7.54 (1H, s), 8.35 (3H, brs).

Workup

  1. concentrationThe mixture was concentrated
  2. customto give a pale yellow solid, which
  3. customwas recrystallized (MeOH-Ether)

Sources & evidence

ORD record
ord-9293553a8de34ef89b6b93acc13e513f
Source dataset
uspto-grants-2011_06
Patent number
US07964732B2

Reaction notes

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