Triethylamine → HCID 67199341, compound

HRID 551671Notes

Reaction equation

HRID 551671 reaction equation
C(OC([NH:8][CH2:9][C@:10]1([CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])[CH2:16][C@H:15]2[C@:11]1([CH3:17])[CH:12]=[CH:13][CH2:14]2)=O)(C)(C)C.C(N(CC)CC)C>Cl.C(OCC)(=O)C>[NH2:8][CH2:9][C@:10]1([CH2:18][C:19]([OH:21])=[O:20])[CH2:16][C@H:15]2[C@:11]1([CH3:17])[CH:12]=[CH:13][CH2:14]2

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 131728913HCID 131728913, compound

Product 1

HCID 67199341HCID 67199341, compoundYield 33.1%

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

Tert-butyl(±)-[(1S,5R,6S)-6-(tert-butoxycarbonylaminomethyl)-5-methylbicyclo[3.2.0]hept-3-en-6-yl]acetate (120 mg, 0.34 mmol) was dissolved in a 4 N hydrochloric acid-ethyl acetate solution (2 mL), and the solution was stirred at room temperature for 3 hours and then concentrated under reduced pressure. The residue was dissolved in methylene chloride (2 mL). To the solution, triethylamine (0.048 mL, 0.34 mmol) was added dropwise at room temperature, and the mixture was stirred for 2 hours. The resulting powder was collected by filtration and dried to obtain the compound of interest as a white solid (22 mg).

Workup

  1. concentrationconcentrated under reduced pressure
  2. dissolutionThe residue was dissolved in methylene chloride (2 mL)
  3. stirringthe mixture was stirred for 2 hours
  4. filtrationThe resulting powder was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-73126abafccf4c7db66cfc6e4874cabc
Source dataset
uspto-grants-2011_05
Patent number
US07947738B2

Reaction notes

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