Hydrochloric Acid → (R)-2-amino-3,3-dimethyl-1-(pyrrolidin-1-yl)butan-1-one hydrochloride

HRID 1898494Notes

Reaction equation

HRID 1898494 reaction equation
[CH3:1][C:2]([CH3:20])([CH3:19])[C@@H:3]([NH:11]C(=O)OC(C)(C)C)[C:4](=[O:10])[N:5]1[CH2:9][CH2:8][CH2:7][CH2:6]1.CO.[ClH:23]>>[ClH:23].[NH2:11][C@H:3]([C:2]([CH3:20])([CH3:19])[CH3:1])[C:4]([N:5]1[CH2:9][CH2:8][CH2:7][CH2:6]1)=[O:10]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 67386512HCID 67386512, compound

Product 1

HCID 57516598(R)-2-amino-3,3-dimethyl-1-(pyrrolidin-1-yl)butan-1-one hydrochloride

Procedure

In a 10 mL round-bottomed flask, (R)-tert-butyl 3,3-dimethyl-1-oxo-1-(pyrrolidin-1-yl)butan-2-ylcarbamate (0.160 g, 0.56 mmol) was dissolved in 1.0 M hydrogen chloride solution in MeOH (3.6 ml, 3.6 mmol). The reaction mixture was stirred at room temperature overnight the concentrated to afford 140 mg of (R)-2-amino-3,3-dimethyl-1-(pyrrolidin-1-yl)butan-1-one hydrochloride as a hydroscopic off-white foam which was used without further purification.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-5f5b61f106df46e1b4c3af5e7f9266a0
Source dataset
uspto-grants-2013_08
Patent number
US08518945B2

Reaction notes

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