HCID 58127824, compound → HCID 58127469, compound

HRID 1257340Notes

Reaction equation

HRID 1257340 reaction equation
[C:1]1(/[CH:7]=[CH:8]/[C:9]2[CH:10]=[C:11]([C:15]3[N:16]=[C:17]([CH2:20][N:21]4[CH:25]=[C:24]([C:26]([OH:28])=[O:27])[CH:23]=[N:22]4)[S:18][CH:19]=3)[CH:12]=[CH:13][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)C.[Pd]>[C:1]1([CH2:7][CH2:8][C:9]2[CH:10]=[C:11]([C:15]3[N:16]=[C:17]([CH2:20][N:21]4[CH:25]=[C:24]([C:26]([OH:28])=[O:27])[CH:23]=[N:22]4)[S:18][CH:19]=3)[CH:12]=[CH:13][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 1

HCID 58127824HCID 58127824, compound

Product 1

HCID 58127469HCID 58127469, compoundYield 30.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 702EthanolSolvent

Procedure

The compound (40 mg, 0.10 mmol) obtained in Example 27 was dissolved in ethanol (2 mL), Pd—C (10% wet., ca. 1 mg) was added, and the mixture was stirred under a hydrogen atmosphere at room temperature for 6 hr. After confirmation of the termination of the reaction by TLC, Pd—C was removed. The solvent was evaporated under reduced pressure. The obtained crude product was purified by preparative high performance liquid chromatography to give the title compound (12 mg, 29%) as a colorless oil.

Workup

  1. customwas removed
  2. customThe solvent was evaporated under reduced pressure
  3. customThe obtained crude product
  4. customwas purified by preparative high performance liquid chromatography

Sources & evidence

ORD record
ord-035bc27d697647a9b4f1cd1898339729
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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