Ethanol → HCID 54692355, compound

HRID 2114836Notes

Reaction equation

HRID 2114836 reaction equation
C([O:8][C:9]1[C:10]2[C:23](=[O:24])[N:22]([CH2:25][C:26]3[CH:31]=[CH:30][C:29]([F:32])=[C:28]([Cl:33])[CH:27]=3)[CH:21]=[C:20]([CH3:34])[C:11]=2[N:12]2[CH2:17][CH2:16][N:15]([CH3:18])[C:14](=[O:19])[C:13]=12)C1C=CC=CC=1.C(O)C>[Pd].C(O)(=O)C>[Cl:33][C:28]1[CH:27]=[C:26]([CH:31]=[CH:30][C:29]=1[F:32])[CH2:25][N:22]1[CH:21]=[C:20]([CH3:34])[C:11]2[N:12]3[CH2:17][CH2:16][N:15]([CH3:18])[C:14](=[O:19])[C:13]3=[C:9]([OH:8])[C:10]=2[C:23]1=[O:24]

Participants

5

Reactant 2

HCID 702EthanolHCID 69171909HCID 69171909, compound

Product 1

HCID 54692355HCID 54692355, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 10-(benzyloxy)-2-(3-chloro-4-fluorobenzyl)-4,8-dimethyl-7,8-dihydropyrido-[3′,4′:4,5]pyrrolo[1,2-a]pyrazine-1,9(2H,6H)-dione (0.20 g, 0.40 mmol) and 5% Pd/C (40 mg) in a mixture ethanol (100 mL) and acetic acid (11 mL) was stirred under an atmosphere of hydrogen gas (1 atm) at room temperature for 1 hr. The reaction mixture was filtered through a pad of Celite. The filtrate was concentrated under vacuum, and the residue subjected to reverse phase HPLC purification. Collection and lyophilization of appropriate fractions provided the title product.

Workup

  1. filtrationThe reaction mixture was filtered through a pad of Celite
  2. concentrationThe filtrate was concentrated under vacuum
  3. customphase HPLC purification
  4. customCollection and lyophilization of appropriate fractions

Sources & evidence

ORD record
ord-cf10f87ddb5a4f1aa43f0edc5438949a
Source dataset
uspto-grants-2008_10
Patent number
US07435735B2

Reaction notes

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