Vorinostat → N-hydroxy-N'-phenyloctanediamide vorinostat

HRID 2064906

Reaction equation

HRID 2064906 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]([NH:7][C:8]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([NH:18][OH:19])=[O:17])=[O:9])=[CH:5][CH:6]=1>C(O)C.O>[OH:19][NH:18][C:16](=[O:17])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][C:8]([NH:7][C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1)=[O:9].[CH:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]([NH:18][OH:19])=[O:17])=[O:9])=[CH:3][CH:2]=1

Participants

3

Reactant 1

HCID 5311Vorinostat

Product 1

HCID 86620476N-hydroxy-N'-phenyloctanediamide vorinostat

Reagents, catalysts & solvents 1

HCID 19096565Water ethanolSolvent

Conditions

Temperature
64 °C

Procedure

The seed slurry is prepared by combining vorinostat—fine dry cake (97.8-116.3 g, 0.37-0.44 mol) and 50:50 (v/v) ethanol/water solution (1.0-1.2 L). Under a minimum of 15 psig pressure, the seed slurry is heated to 62-66° C., aged for about 0.5 hours and then cooled to 60-64° C.

Workup

  1. customThe seed slurry is prepared
  2. temperaturecooled to 60-64° C.

Sources & evidence

ORD record
ord-8abf0c6c44de43bab2ee6b1ad8691665
Source dataset
uspto-grants-2012_10
Patent number
US08288440B2

Linked notes

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