Hydrochloric Acid → 2-Pyrrolidinecarboxamide, 4-fluoro-, hydrochloride (1:1), (2S,4S)-

HRID 456737Notes

Reaction equation

HRID 456737 reaction equation
[NH2:1][C:2]([C@@H:4]1[CH2:8][C@H:7]([F:9])[CH2:6][N:5]1C(OC(C)(C)C)=O)=[O:3].[ClH:17]>O1CCOCC1>[ClH:17].[F:9][C@@H:7]1[CH2:6][NH:5][C@H:4]([C:2]([NH2:1])=[O:3])[CH2:8]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 497605222-Methyl-2-propanyl (2S,4S)-2-carbamoyl-4-fluoro-1-pyrrolidinecarboxylate

Product 1

HCID 451589172-Pyrrolidinecarboxamide, 4-fluoro-, hydrochloride (1:1), (2S,4S)-

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl (2S,4S)-2-aminocarbonyl-4-fluoro-1-pyrrolidinecarboxylate obtained in Example 7-8 (46 g) was dissolved in 4N HCl in dioxane (200 mL) and the resulting mixture was stirred for 10 minutes at room temperature. After removal of the solvent, the resulting residue was triturated with ethyl acetate to give the target compound as a white powder (34 g).

Workup

  1. customAfter removal of the solvent
  2. customthe resulting residue was triturated with ethyl acetate

Sources & evidence

ORD record
ord-b6c3fc0568024508a411e294f2420d7f
Source dataset
uspto-grants-2007_03
Patent number
US07186731B2

Reaction notes

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