HCID 67059676, compound → HCID 67059704, compound

HRID 1807758Notes

Reaction equation

HRID 1807758 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C:16]2[CH:21]=[CH:20][C:19]([NH:22][C:23]([NH:25][CH2:26][C:27]([C:30]#[N:31])([CH3:29])[CH3:28])=[O:24])=[C:18]([F:32])[CH:17]=2)=[O:15])[CH2:10][CH2:9]1)C1C=CC=CC=1>[Pd].C(O)C.Cl>[C:30]([C:27]([CH3:29])([CH3:28])[CH2:26][NH:25][C:23]([NH:22][C:19]1[CH:20]=[CH:21][C:16]([C:14]([N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)=[O:15])=[CH:17][C:18]=1[F:32])=[O:24])#[N:31]

Participants

5

Reactant 1

HCID 67059676HCID 67059676, compound

Product 1

HCID 67059704HCID 67059704, compoundYield 72.2%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidCatalystHCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1-(4-(4-Benzylpiperazine-1-carbonyl)-2-fluorophenyl)-3-(2-cyano-2-methylpropyl)urea (4.12 mmol, 1.802 g) and 10% palladium on carbon (0.824 mmol, 0.877 g) were stirred in ethanol (40 mL) under a hydrogen atmosphere at 5 bar at room temperature overnight with a few drops of 5M hydrochloric acid. The catalyst was filtered off and the filtrate concentrated under reduced pressure to afford the title compound (1.033 g). MS (ESI) m/z 348.3 [M+H]+

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-7b85d2aba5654d679f7f5ab6a7f6f017
Source dataset
uspto-grants-2013_01
Patent number
US08357679B2

Reaction notes

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