Hydrochloric Acid → HCID 69597150, compound

HRID 1244862Notes

Reaction equation

HRID 1244862 reaction equation
[CH:1]1([CH2:5][N:6]([C:19](=[O:30])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[C:26]([F:29])([F:28])[F:27])[C@H:7]2[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8]2)[CH2:4][CH2:3][CH2:2]1.[ClH:31]>O1CCOCC1.CCOCC>[ClH:31].[CH:1]1([CH2:5][N:6]([C@H:7]2[CH2:11][CH2:10][NH:9][CH2:8]2)[C:19](=[O:30])[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=2[C:26]([F:29])([F:28])[F:27])[CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 58646897HCID 58646897, compound

Product 1

HCID 69597150HCID 69597150, compoundYield 86%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Procedure

Tert-butyl (3S)-3-{(cyclobutylmethyl) [2-(trifluoromethyl) benzoyl]amino}pyrrolidine-1-carboxylate from preparation 28 (1.40 g, 3.3 mmol) was dissolved in 4N hydrogen chloride in Dioxane. The solution was stirred for 1 hour and the solvent removed under reduced pressure. The residue was dissolved in water and the solution washed with ether. The aqueous phase was basified by adding aqueous NaOH and extracted with ether. This ether phase was dried over Magnesium Sulfate, filtered and the solvent removed under reduced pressure to afford a gum, which was treated with 2N hydrogen chloride in ether, to afford 0.99 g (86%) of the title compound as a white foam.

Workup

  1. customthe solvent removed under reduced pressure
  2. dissolutionThe residue was dissolved in water
  3. washthe solution washed with ether
  4. additionby adding aqueous NaOH
  5. extractionextracted with ether
  6. dry with materialThis ether phase was dried over Magnesium Sulfate
  7. filtrationfiltered
  8. customthe solvent removed under reduced pressure
  9. customto afford a gum, which

Sources & evidence

ORD record
ord-b8a7149866eb47fd80e611288a729bdb
Source dataset
uspto-grants-2006_10
Patent number
US07122683B2

Reaction notes

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