HCID 10813821, compound → HCID 10829972, compound

HRID 1859637Notes

Reaction equation

HRID 1859637 reaction equation
C(OC([NH:11][CH:12]([CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[CH:13]([OH:27])[C:14]1[O:15][C:16]2[CH:22]=[CH:21][C:20]([C:23]([O:25][CH3:26])=[O:24])=[CH:19][C:17]=2[N:18]=1)=O)C1C=CC=CC=1>CO.[C].[Pd]>[NH2:11][CH:12]([CH2:28][C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1)[CH:13]([OH:27])[C:14]1[O:15][C:16]2[CH:22]=[CH:21][C:20]([C:23]([O:25][CH3:26])=[O:24])=[CH:19][C:17]=2[N:18]=1

Participants

4

Reactant 1

HCID 10813821HCID 10813821, compound

Product 1

HCID 10829972HCID 10829972, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of the objective compound of step (3) (1.65 g, 3.58 mmol) in methanol (25 ml) was added 10% palladium-carbon (378 mg) under a nitrogen atmosphere, and the mixture was stirred under a hydrogen atmosphere at room temperature for 24 hours. The catalyst was filtered off, followed by washing with methanol, and the filtrate was concentrated under reduced pressure to give 1.14 g (yield 98%) of 2-amino-1-hydroxy-1-[5-(methoxycarbonyl)benzoxazol-2-yl]-3-phenylpropane as a light-brown solid.

Workup

  1. filtrationThe catalyst was filtered off
  2. washby washing with methanol
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-23c74f9f704c4a44be830424a768c193
Source dataset
uspto-grants-2003_03
Patent number
US06528514B1

Reaction notes

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