Ammonium formate → HCID 58858426, compound

HRID 2116620Notes

Reaction equation

HRID 2116620 reaction equation
[CH:1]([CH:4]1[C:8](=[O:9])[O:7][CH:6]([C:10]2[CH:15]=[CH:14][C:13]([C:16]3[C:17]([C:22]#[N:23])=[CH:18][CH:19]=[CH:20][CH:21]=3)=[CH:12][CH:11]=2)[N:5]1[C:24](=[O:29])[CH2:25][CH2:26][CH2:27][CH3:28])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>C(O)C.[Pd]>[C:22]([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=1[C:13]1[CH:14]=[CH:15][C:10]([CH2:6][N:5]([C:24](=[O:29])[CH2:25][CH2:26][CH2:27][CH3:28])[CH:4]([CH:1]([CH3:3])[CH3:2])[C:8]([OH:9])=[O:7])=[CH:11][CH:12]=1)#[N:23]

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 11223028HCID 11223028, compound

Product 1

HCID 58858426HCID 58858426, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
75 °C

Procedure

6.0 g (15.4 mmoles) of 4′-(4-isopropyl-5-oxo-3-pentanoyl-oxazolidin-2-yl)-biphenyl-2-carbonitrile is reacted in 30 ml of ethanol with 3.8 g of ammonium formate (61.6 mmoles) and 2 g of 5% Pd/C catalyst. The temperature is raised to 75° C., keeping these conditions for 3 hours. The mixture is cooled and the catalyst is filtered off. The organic phase is concentrated under reduced pressure to a residue to obtain 2-[(2′-cyano-biphenyl-4-yl-methyl)-pentanoyl-amino]-3-methylbutyric acid.

Workup

  1. customfor 3 hours
  2. temperatureThe mixture is cooled
  3. filtrationthe catalyst is filtered off
  4. concentrationThe organic phase is concentrated under reduced pressure to a residue

Sources & evidence

ORD record
ord-b630129e96bc4526a89da13cfbe23241
Source dataset
uspto-grants-2008_10
Patent number
US07439261B2

Reaction notes

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