HCID 131728841, compound → HCID 131728840, compound

HRID 548610Notes

Reaction equation

HRID 548610 reaction equation
[C:1]([O:5][C:6](=[O:32])[NH:7][C@H:8]1[CH2:13][N:12]2[C:14]3[N:20]=[C:19]([CH3:21])[CH:18]=[C:17](Cl)[C:15]=3[N:16]=[C:11]2[CH2:10][C@@H:9]1[C:23]1[CH:28]=[C:27]([F:29])[C:26]([F:30])=[CH:25][C:24]=1[F:31])([CH3:4])([CH3:3])[CH3:2]>CO.[OH-].[OH-].[Pd+2]>[C:1]([O:5][C:6](=[O:32])[NH:7][C@H:8]1[CH2:13][N:12]2[C:14]3[N:20]=[C:19]([CH3:21])[CH:18]=[CH:17][C:15]=3[N:16]=[C:11]2[CH2:10][C@@H:9]1[C:23]1[CH:28]=[C:27]([F:29])[C:26]([F:30])=[CH:25][C:24]=1[F:31])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 131728841HCID 131728841, compound

Product 1

HCID 131728840HCID 131728840, compound

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To 19 mg (0.04 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 1 h. The mixture was filtered through a pad of Celite and the filter cake was successively washed with three 4-mL 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 4-mL portions of methanol
  4. concentrationThe combined filtrate and washings were concentrated
  5. customused without further purification

Sources & evidence

ORD record
ord-f66ce34a25d14947bc2e07cd314ea86f
Source dataset
uspto-grants-2011_05
Patent number
US07943615B2

Reaction notes

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