Methanol → HCID 12073849, compound

HRID 509963Notes

Reaction equation

HRID 509963 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)[N:7]=[C:8]([NH:10]C(OCC2C=CC=CC=2)=O)[CH:9]=1)=[O:4].CO>[Pd].O1CCCC1>[CH3:1][O:2][C:3]([C:5]1[N:6]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)[N:7]=[C:8]([NH2:10])[CH:9]=1)=[O:4]

Participants

5

Reactant 2

HCID 887MethanolHCID 58258993HCID 58258993, compound

Product 1

HCID 12073849HCID 12073849, compoundYield 92.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

In a round bottom flask, 5-benzyloxycarbonylamino-2-(4-methoxy-benzyl)-2H-pyrazole-3-carboxylic acid methyl ester (108, 2.3 g, 5.8 mmol) was combined with 30 mL of methanol and 10 mL of tetrahydrofuran under nitrogen and 10% palladium on carbon (0.23 g, 13.0 mmol) was added. The reaction was stirred under hydrogen at 1 atmosphere for 2 hours. The reaction was filtered and the filtrate concentrated under vacuum to provide the desired compound (109, 1.4 g).

Workup

  1. filtrationThe reaction was filtered
  2. concentrationthe filtrate concentrated under vacuum

Sources & evidence

ORD record
ord-ad13c2d092d64f12b709b819ccec0eeb
Source dataset
uspto-grants-2015_08
Patent number
US09096593B2

Reaction notes

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