Hydrochloric Acid → HCID 86753431, compound

HRID 1457584Notes

Reaction equation

HRID 1457584 reaction equation
C(OC([NH:11][C@H:12]([C:14]([N:16]([C:34]1[CH:39]=[C:38]([O:40][CH3:41])[CH:37]=[C:36]([C:42]([CH3:45])([CH3:44])[CH3:43])[C:35]=1[OH:46])[C:17]([N:19]([CH2:26][CH2:27][CH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:18])=[O:15])[CH3:13])=O)C1C=CC=CC=1.Cl>[C].[Pd].CO>[NH2:11][C@H:12]([C:14]([N:16]([C:34]1[CH:39]=[C:38]([O:40][CH3:41])[CH:37]=[C:36]([C:42]([CH3:45])([CH3:44])[CH3:43])[C:35]=1[OH:46])[C:17]([N:19]([CH2:26][CH2:27][CH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)=[O:18])=[O:15])[CH3:13]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86753432HCID 86753432, compound

Product 1

HCID 86753431HCID 86753431, compoundYield 91.5%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To 75 ml of a methanol solution containing 2.5 g of Compound B obtained in Example 178 (1) were added 1.5 ml of conc. hydrochloric acid and 1.0 g of 10% palladium-carbon (Pd-C). The mixture was subjected to catalytic reduction at normal temperature under normal pressure for 2 hours. After removing the catalyst by filtration, the filtrate was evaporated to dryness under reduced pressure, and the residue was crystallized by adding hexane to give 1.80 g of 2-[1-L-alanyl-3-(2-cyclohexylethyl)-3-phenylureido]-4-methoxy-6-tert-butylphenol (yield: 85%, state: powder, IR: 3500 (br), 1730, 1705 cm-1).

Workup

  1. customAfter removing the catalyst
  2. filtrationby filtration
  3. customthe filtrate was evaporated to dryness under reduced pressure
  4. customthe residue was crystallized
  5. additionby adding hexane

Sources & evidence

ORD record
ord-b86c87da01cb49d6b2165934cc0ac994
Source dataset
uspto-grants-1998_12
Patent number
US05849732

Reaction notes

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