Hydrochloric Acid → HCID 67505940, compound

HRID 1466465Notes

Reaction equation

HRID 1466465 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-9420bc825ed94624bff90d2a0285b80a
Source dataset
uspto-grants-2015_04
Patent number
US09000029B2

Reaction notes

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