Hydrochloric Acid → HCID 9825391, compound

HRID 985180Notes

Reaction equation

HRID 985180 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][N:12]([CH2:31][C:32]2[CH:41]=[CH:40][C:35]([C:36]([O:38][CH3:39])=[O:37])=[C:34]([O:42]CC3C=CC=CC=3)[CH:33]=2)[C:13](=[O:30])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][NH:19]C(OCC2C=CC=CC=2)=O)=[CH:7][C:6]=1[O:50]CC1C=CC=CC=1)=[O:4].Cl>CO.[Pd]>[NH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][C:13]([N:12]([CH2:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]([O:2][CH3:1])=[O:4])=[C:6]([OH:50])[CH:7]=1)[CH2:31][C:32]1[CH:41]=[CH:40][C:35]([C:36]([O:38][CH3:39])=[O:37])=[C:34]([OH:42])[CH:33]=1)=[O:30]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22556071HCID 22556071, compound

Product 1

HCID 9825391HCID 9825391, compoundYield 102.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Dissolved methyl 4-[(N-{[4-(methoxycarbonyl)-3-(phenylmethoxy)phenyl]-methyl}-6-[(phenylmethoxy)carbonylamino]hexanoylamino)methyl]-2-(phenylmethoxy)-benzoate (1.20 g, 1.56 mmole) in 400 mL of methanol and then added conc. HCl (400 uL) and a small scoop of palladium on carbon (10%). Hydrogenated for 4 hours using a Parr shaker at 40 psi. Filtered away the palladium on carbon and removed the methanol in vacuo. Collected 730 mg (95% yield) of the product as the hydrochloride salt.

Workup

  1. filtrationFiltered away the palladium on carbon
  2. customremoved the methanol in vacuo

Sources & evidence

ORD record
ord-6427f324f582425b939b7d166219e8bd
Source dataset
uspto-grants-2005_03
Patent number
US06870065B2

Reaction notes

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