Hydrochloric Acid → 3-(5-Bromopyridin-2-yl)oxetan-3-aminium chloride

HRID 525587Notes

Reaction equation

HRID 525587 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([NH:12]S(C(C)(C)C)=O)[CH2:11][O:10][CH2:9]2)=[N:6][CH:7]=1.[ClH:19].O1CCOCC1>CO>[Cl-:19].[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([NH3+:12])[CH2:11][O:10][CH2:9]2)=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86695466N-(3-(5-bromopyridin-2-yl)oxetan-3-yl)-2-methylpropane-2-sulfinamide

Product 1

HCID 866954673-(5-Bromopyridin-2-yl)oxetan-3-aminium chloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

To a methanol (15 ml) solution of N-(3-(5-bromopyridin-2-yl)oxetan-3-yl)-2-methylpropane-2-sulfinamide (850 mg, 2.55 mmol) that had been cooled to 0° C. is added 4N HCl in dioxane (1.3 ml, 5.2 mmol). The solution is stirred for 1 hour at 0° C. The volatiles were removed by rotary evaporation at low pressure. After several evaporation cycles using acetonitrile (3×10 ml) the title product is obtained (584 mg): m/z (Cl) 229, 231 [m+H]+.

Workup

  1. customThe volatiles were removed by rotary evaporation at low pressure
  2. customAfter several evaporation cycles
  3. customis obtained (584 mg)

Sources & evidence

ORD record
ord-ea088e6f68b0428cb1007512f843fe48
Source dataset
uspto-grants-2016_05
Patent number
US09340564B2

Reaction notes

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