Ethanol → HCID 22175477, compound

HRID 1797501Notes

Reaction equation

HRID 1797501 reaction equation
C(OC([NH:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[C:18](=[O:22])[N:17]([CH2:23][CH:24]([CH3:26])[CH3:25])[C:16]([CH2:27][NH:28][C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])=[C:15]2[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)=O)C1C=CC=CC=1.C(O)C>O1CCCC1.[C].[Pd]>[NH2:11][C:12]1[CH:13]=[C:14]2[C:19](=[CH:20][CH:21]=1)[C:18](=[O:22])[N:17]([CH2:23][CH:24]([CH3:26])[CH3:25])[C:16]([CH2:27][NH:28][C:29]([O:31][C:32]([CH3:35])([CH3:33])[CH3:34])=[O:30])=[C:15]2[C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 22176324HCID 22176324, compound

Product 1

HCID 22175477HCID 22175477, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a mixed solution of 6-benzyloxycarbonylamino-3-tert-butoxycarbonylaminomethyl-2-isobutyl-4-phenyl-1(2H)-isoquinolinone (synthesized according to the method similar to that in Example 110 (1)) (0.45 g, 0.81 mmol) in tetrahydrofuran (20 ml) and ethanol (20 ml) was added 5% palladium-carbon (0.1 g). The obtained mixture was hydrogenated, at ambient temperature and atmospheric pressure. The catalyst was filtered off and the filtrate was concentrated under reduced pressure. The precipitated crystals were collected by filtration to give 6-amino-3-tert-butoxycarbonylaminomethyl-2isobutyl-4-phenyl-1(2H)-isoquinolinone (0.31 g, 87.0%) as crystals.

Workup

  1. customwas hydrogenated, at ambient temperature
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. filtrationThe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-688453b2f0284b18af95233a4728346d
Source dataset
uspto-grants-2006_04
Patent number
US07034039B2

Reaction notes

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