Ammonium formate → HCID 67314867, compound

HRID 1011387Notes

Reaction equation

HRID 1011387 reaction equation
Cl[C:2]1[C:7]2[CH2:8][O:9][C:10](=[C:11]3[C:19]4[C:14](=[CH:15][CH:16]=[C:17](F)[CH:18]=4)[NH:13][C:12]3=[O:21])[C:6]=2[CH:5]=[CH:4][N:3]=1.[CH:22]([O-])=O.[NH4+]>C(O)C.[Pd]>[C:10]1(=[C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([CH3:22])[CH:18]=3)[NH:13][C:12]2=[O:21])[C:6]2[CH:5]=[CH:4][N:3]=[CH:2][C:7]=2[CH2:8][O:9]1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 76798883HCID 76798883, compound

Product 1

HCID 67314867HCID 67314867, compoundYield 45%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 3-(4-chloro-3H-furo[3,4-c]pyridin-1-ylidene)-5-fluoro-1,3-dihydro-indol-2-one (50 mg, 0.17 mmol) is dissolved in ethanol (10 mL) and treated with 5% Pd/C (50 mg), ammonium formate (500 mg, 7.93 mmol) The reaction mixture is stirred at room temperature for 24 h. The reaction mixture is evaporated and the residue is loaded onto silica gel and purified by chromatography (silica gel). The product containing fractions are concentrated to give the title compound as a yellow solid (20 mg, 45%).

Workup

  1. customThe reaction mixture is evaporated
  2. custompurified by chromatography (silica gel)
  3. additionThe product containing fractions
  4. concentrationare concentrated

Sources & evidence

ORD record
ord-9aa2516e521a4d60b2fae9a3d3396d18
Source dataset
uspto-grants-2011_07
Patent number
US07977351B2

Reaction notes

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