Hydrochloric Acid → HCID 67074641, compound

HRID 2095547Notes

Reaction equation

HRID 2095547 reaction equation
C(OC([N:11]1[CH2:17][CH2:16][C:15](=[O:18])[N:14]([C@@H:19]([C:30](=[O:34])[N:31]([CH3:33])[CH3:32])[CH2:20][CH2:21][O:22]CC2C=CC=CC=2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1.[ClH:35]>CO.[Pd]>[ClH:35].[OH:22][CH2:21][CH2:20][C@@H:19]([N:14]1[C:15](=[O:18])[CH2:16][CH2:17][NH:11][CH2:12][CH2:13]1)[C:30]([N:31]([CH3:33])[CH3:32])=[O:34]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67074080HCID 67074080, compound

Product 1

HCID 67074641HCID 67074641, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1.85 g (4.00 mmol) 4-((R)-3-benzyloxy-1-dimethylcarbamoyl-propyl)-5-oxo-[1,4]diazepane-1-carboxylic acid benzyl ester in 57 ml of methanol was treated with a solution of 3.96 ml of 1 M aq. hydrochloric acid solution and 0.20 g of Pd/C (10%) and was stirred over H2-atmosphere for 16 h. After filtration, the solution was evaporated, dissolved in methanol and evaporated (3×), followed with dichloromethane and evaporated (3×) under reduced pressure to yield 1.10 g (99%) of the titled compound as a white foam. MS: 244.1 (MH+).

Workup

  1. filtrationAfter filtration
  2. customthe solution was evaporated
  3. dissolutiondissolved in methanol
  4. customevaporated (3×)
  5. customevaporated (3×) under reduced pressure

Sources & evidence

ORD record
ord-d33e3d6649e641f09f62b8d27f81e217
Source dataset
uspto-grants-2013_05
Patent number
US08445674B2

Reaction notes

Loading…