Hydrochloric Acid → (3R)-1-Methyl-3-PyrrolidinaMine hydrochloride

HRID 2234454Notes

Reaction equation

HRID 2234454 reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][C@@H:4]([NH:7]C(=O)OC(C)(C)C)[CH2:3]1.[ClH:15]>O1CCOCC1>[ClH:15].[ClH:15].[CH3:1][N:2]1[CH2:6][CH2:5][C@@H:4]([NH2:7])[CH2:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 45091942(R)-tert-Butyl 1-methylpyrrolidin-3-ylcarbamate2×

Product 1

HCID 53256048(3R)-1-Methyl-3-PyrrolidinaMine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

tert-butyl N-[(3R)-1-methylpyrrolidin-3-yl]carbamate (Intermediate 185; 1.18 g, 5.67 mmol) was dissolved in 1,4-dioxane (10 mL) and 4M HCl in dioxane (10 mL) added. The mixture was stirred at room temperature for 1 hour and then concentrated to yield the title compound as a white hygroscopic solid (810 mg, 100%).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-aef1212eac7d477da2f0730538cbdad5
Source dataset
uspto-grants-2010_05
Patent number
US07709471B2

Reaction notes

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