Ammonium formate → HCID 71186541, compound

HRID 712868Notes

Reaction equation

HRID 712868 reaction equation
FC1C=CC(C[N:7]2[CH2:14][CH2:13][C:10]3([CH2:12][CH2:11]3)[CH2:9][CH:8]2[C:15]([NH:17][C@H:18]([C:20]2[CH:28]=[CH:27][C:23]([C:24]([OH:26])=[O:25])=[CH:22][CH:21]=2)[CH3:19])=[O:16])=CC=1.C([O-])=O.[NH4+]>CCO.[Pd]>[CH2:11]1[C:10]2([CH2:13][CH2:14][NH:7][CH:8]([C:15]([NH:17][C@H:18]([C:20]3[CH:28]=[CH:27][C:23]([C:24]([OH:26])=[O:25])=[CH:22][CH:21]=3)[CH3:19])=[O:16])[CH2:9]2)[CH2:12]1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 71186535HCID 71186535, compound

Product 1

HCID 71186541HCID 71186541, compoundYield 97.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4-((1S)-1-(6-(4-fluorobenzyl)-6-azaspiro[2.5]octane-5-carboxamido)ethyl)benzoic acid (single unknown enantiomer) (D127a) (14 mg, 0.034 mmol) was dissolved in EtOH (3 ml) prior addition of Pd/C 10% (18 mg, 0.017 mmol) and ammonium formate (6.5 mg, 0.102 mmol). The heterogeneous solution was left stirring at RT for 24 hrs then catalyst was filtered off and the solvent evaporated in vacuo to afford the title compound (D128) (10 mg).

Workup

  1. waitThe heterogeneous solution was left
  2. filtrationcatalyst was filtered off
  3. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-7aca35c5a21841049e040cbacf78e7f4
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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