HCID 86606492, compound → HCID 86606491, compound

HRID 2055213Notes

Reaction equation

HRID 2055213 reaction equation
C([O:8][N:9]([CH2:12][C:13]1([C:21]([NH:23][NH:24][C:25]2[N:30]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:28]=[CH:27][N:26]=2)=[O:22])[CH2:18][C@H:17]([CH3:19])[CH2:16][C@H:15]([CH3:20])[CH2:14]1)[CH:10]=[O:11])C1C=CC=CC=1>CO.[Pd]>[CH3:20][C@H:15]1[CH2:16][C@@H:17]([CH3:19])[CH2:18][C:13]([CH2:12][N:9]([OH:8])[CH:10]=[O:11])([C:21]([NH:23][NH:24][C:25]2[N:30]=[C:29]([C:31]([F:34])([F:32])[F:33])[CH:28]=[CH:27][N:26]=2)=[O:22])[CH2:14]1

Participants

4

Reactant 1

HCID 86606492HCID 86606492, compound

Product 1

HCID 86606491HCID 86606491, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of N-Benzyloxy-N-{(3S,5R)-3,5-dimethyl-1-[N′-(4-trifluoromethyl-pyrimidin-2-yl)-hydrazinocarbonyl]-cyclohexylmethyl}-formamide (0.09 g, 0.19 mmol) in methanol (10 mL) was added 10% Pd/C (0.028 g). The reaction mixture was subjected to hydrogenation for 1 h at room temperature. The reaction mixture was then filtered through a pad of Celite@, and washed with methanol (20 mL). Removal of the solvent provided the title compound as a beige solid (0.053 g, 73%). MH+390.

Workup

  1. filtrationThe reaction mixture was then filtered through a pad of Celite@
  2. washwashed with methanol (20 mL)
  3. customRemoval of the solvent

Sources & evidence

ORD record
ord-16803cd251844ce58d8914eaf9408608
Source dataset
uspto-grants-2008_02
Patent number
US07332485B2

Reaction notes

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