Ammonium formate → HCID 68840193, compound

HRID 1726055Notes

Reaction equation

HRID 1726055 reaction equation
[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([O:17]CC3C=CC=CC=3)=[CH:14][CH:15]=2)[C:10]([C:25]2[N:26]([C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])[C:27]3[C:32]([CH:33]=2)=[CH:31][CH:30]=[CH:29][CH:28]=3)=[N:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>C(O)C.[Pd]>[C:1]([O:5][C:6]([N:8]1[C:16]2[C:11](=[CH:12][C:13]([OH:17])=[CH:14][CH:15]=2)[C:10]([CH:25]2[CH2:33][C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[N:26]2[C:34]([O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[O:35])=[N:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 68843999HCID 68843999, compound

Product 1

HCID 68840193HCID 68840193, compoundYield 104.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-(1-tert-Butoxycarbonyl-2,3-dihydro-1H-indol-2-yl)-5-hydroxyindazole-1-carboxylic acid tert-butyl ester is prepared, according to procedure D, using 800 mg of 5-benzyloxy-3-(1-tert-butoxycarbonyl-1H-indol-2-yl)indazole-1-carboxylic acid tert-butyl ester, 560 mg of ammonium formate, and 800 mg of 10% palladium-on-charcoal in 30 ml of absolute ethanol. 700 mg of 3-(1-tert-butoxycarbonyl-2,3-dihydro-1H-indol-2-yl)-5-hydroxyindazole-1-carboxylic acid tert-butyl ester are obtained.

Workup

  1. custom3-(1-tert-Butoxycarbonyl-2,3-dihydro-1H-indol-2-yl)-5-hydroxyindazole-1-carboxylic acid tert-butyl ester is prepared

Sources & evidence

ORD record
ord-ab8aa4d3134a4e94bb17d3fbaac7e771
Source dataset
uspto-grants-2009_02
Patent number
US07491710B2

Reaction notes

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