HCID 86617469, compound → HCID 86617468, compound

HRID 2237764Notes

Reaction equation

HRID 2237764 reaction equation
[N+:1]([C:4]1[CH:33]=[CH:32][C:7]2[N:8]3[CH2:14][C@H:13]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[C@@H:12]([C:23]4[CH:28]=[C:27]([F:29])[C:26]([F:30])=[CH:25][C:24]=4[F:31])[CH2:11][C:9]3=[N:10][C:6]=2[CH:5]=1)([O-])=O>CO.[OH-].[OH-].[Pd+2]>[NH2:1][C:4]1[CH:33]=[CH:32][C:7]2[N:8]3[CH2:14][C@H:13]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[C@@H:12]([C:23]4[CH:28]=[C:27]([F:29])[C:26]([F:30])=[CH:25][C:24]=4[F:31])[CH2:11][C:9]3=[N:10][C:6]=2[CH:5]=1

Participants

4

Reactant 1

HCID 86617469HCID 86617469, compound

Product 1

HCID 86617468HCID 86617468, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To 54 mg (0.12 mmol) of the product from Step A in 4 mL of methanol was added 10 mg of 20% palladium hydroxide on carbon. The reaction mixture was purged with hydrogen gas and held under 1 atmosphere of hydrogen for 2 h. The mixture was filtered through a pad of Celite, and the filter cake was successively washed with three portions of methanol. The combined filtrate and washings were concentrated and used without further purification. LC/MS 433.1 (M+1).

Workup

  1. customThe reaction mixture was purged with hydrogen gas
  2. filtrationThe mixture was filtered through a pad of Celite
  3. washthe filter cake was successively washed with three portions of methanol
  4. concentrationThe combined filtrate and washings were concentrated
  5. customused without further purification

Sources & evidence

ORD record
ord-41daa5dc25bc4c158bf29552c2a8a32a
Source dataset
uspto-grants-2010_05
Patent number
US07718667B2

Reaction notes

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