Dichloromethane → HCID 117701573, compound

HRID 1507430Notes

Reaction equation

HRID 1507430 reaction equation
C([O:8][C:9]1[C:18]([CH3:19])=[C:17]2[C:12]([C:13](=[O:35])[C:14]([CH3:34])=[C:15]([CH:20]3[CH2:23][N:22](C(OCC4C=CC=CC=4)=O)[CH2:21]3)[O:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1.ClCCl>CO.[C].[Pd]>[NH:22]1[CH2:23][CH:20]([C:15]2[O:16][C:17]3[C:12]([C:13](=[O:35])[C:14]=2[CH3:34])=[CH:11][CH:10]=[C:9]([OH:8])[C:18]=3[CH3:19])[CH2:21]1

Participants

5

Reactant 2

HCID 6344DichloromethaneHCID 117701582HCID 117701582, compound

Product 1

HCID 117701573HCID 117701573, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent2×

Procedure

To a solution of benzyl 3-[7-(benzyloxy)-3,8-dimethyl-4-oxo-4H-chromen-2-yl]azetidine-1-carboxylate (625 mg, 1.33 mmol) obtained in Example 1-2 in methanol (12 mL), 10% palladium-carbon (water content: 50%, 200 mg) was added, and the mixture was stirred for 2 hours under a hydrogen atmosphere. Dichloromethane (20 mL) and methanol (20 mL) were added to the reaction solution, and the palladium-carbon was removed by filtration through celite. The filtrate was concentrated under reduced pressure to obtain 297 mg of the title compound (yield: 91%).

Workup

  1. customthe palladium-carbon was removed by filtration through celite
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-22ad8dd87af44addac9343092d74261e
Source dataset
uspto-grants-2015_12
Patent number
US09221811B2

Reaction notes

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