Hydrochloric Acid → HCID 67505940, compound

HRID 340762Notes

Reaction equation

HRID 340762 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([NH:9][C:10]([C@@H:12]2[CH2:16][CH2:15][CH2:14][N:13]2C(OC(C)(C)C)=O)=[O:11])[CH:5]=[C:6]([CH3:8])[CH:7]=1.[ClH:24]>O1CCOCC1>[ClH:24].[CH3:8][C:6]1[CH:5]=[C:4]([NH:9][C:10]([C@@H:12]2[CH2:16][CH2:15][CH2:14][NH:13]2)=[O:11])[CH:3]=[C:2]([CH3:1])[CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 9255731HCID 9255731, compound

Product 1

HCID 67505940HCID 67505940, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

Crude (S)-tert-butyl 2-((3,5-dimethylphenyl)carbamoyl)pyrrolidine-1-carboxylate (17, 4.07 g; 10.7 mmol) is dissolved in dioxane (15 ml) followed by the addition of 4M HCl in dioxane (60 ml) Stirring at rt is continued for 30 minutes. The solvent is evaporated under reduced pressure. The residue is taken up into ether which caused the formation of a white precipitate which was filtered off, washed with ether and dried at high vacuum to give 3.299 g (quantitative yield) of (S)—N-(3,5-dimethylphenyl)pyrrolidine-2-carboxamide hydrochloride (18) as a white solid. LC-MS: tR=0.51 min; [M+H]+=219.07.

Workup

  1. customThe solvent is evaporated under reduced pressure
  2. filtrationwas filtered off
  3. washwashed with ether
  4. customdried at high vacuum

Sources & evidence

ORD record
ord-0c3a40526c4c40328cc2d42f54a5c5ef
Source dataset
uspto-grants-2014_11
Patent number
US08895606B2

Reaction notes

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