Formic Acid → HCID 13953712, compound

HRID 2081831Notes

Reaction equation

HRID 2081831 reaction equation
[CH:1]([OH:3])=[O:2].[C:4]1([C:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[N:14]3[CH:21]=[N:22][N:23]=[C:13]3[CH:12]([NH:24]C(OCC3C=CC=CC=3)=O)[N:11]=2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>CO.[Pd]>[CH:1]([OH:3])=[O:2].[C:4]1([C:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[N:14]3[CH:21]=[N:22][N:23]=[C:13]3[CH:12]([NH2:24])[N:11]=2)[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 284Formic AcidHCID 13953709HCID 13953709, compound

Product 1

HCID 13953712HCID 13953712, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
23 °C

Procedure

To a 4.5% solution of 90% aqueous formic acid in methanol was added 120 mg of 10% palladium on carbon catalyst under nitrogen. To this suspension was added 150 mg of 6-phenyl-4-benzyloxycarbonylamino-4H-[1,2,4]triazolo-[4,3-a][1,4]benzodiazepin. The reaction mixture was stirred under nitrogen at 23° C. for 1.5 hours and filtered through Celite. The filtrate was concentrated under reduced pressure and azeotropically dried with toluene to yield the title compound.

Workup

  1. filtrationfiltered through Celite
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. dry with materialazeotropically dried with toluene

Sources & evidence

ORD record
ord-333fd2d382b649ec9049b575af9608c0
Source dataset
uspto-grants-1993_02
Patent number
US05185331

Reaction notes

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