Hydrochloric Acid → (S)-3-amino-1-methylpyrrolidin-2-one hydrochloride

HRID 912451Notes

Reaction equation

HRID 912451 reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][C@H:4]([NH:7]C(=O)OC(C)(C)C)[C:3]1=[O:15].O1CCOCC1.[ClH:22]>>[ClH:22].[NH2:7][C@H:4]1[CH2:5][CH2:6][N:2]([CH3:1])[C:3]1=[O:15]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 57736562(S)-tert-Butyl (1-methyl-2-oxopyrrolidin-3-yl)carbamate

Product 1

HCID 51358285(S)-3-amino-1-methylpyrrolidin-2-one hydrochlorideYield 100%

Procedure

(S)-tert-Butyl 1-methyl-2-oxopyrrolidin-3-ylcarbamate (prepared according to Example 10; 300 mg, 1.40 mmol) was dissolved in 4M hydrogen chloride in dioxane (3.5 mL, 14 mmol), and the reaction was allowed to stir at ambient temperature for 16 hours. The reaction mixture was concentrated to yield (S)-3-amino-1-methylpyrrolidin-2-one hydrochloride (211 mg, 100%) which was taken onto the next step without purification.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-a996975416a6469cbce34425506e1916
Source dataset
uspto-grants-2011_09
Patent number
US08026233B2

Reaction notes

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