HCID 10000328, compound → HCID 10430490, compound

HRID 892004Notes

Reaction equation

HRID 892004 reaction equation
[CH3:1][O:2][C:3](=[O:28])[CH2:4][CH2:5][CH2:6]/[CH:7]=[CH:8]\[CH2:9][N:10]1[C:14](=[O:15])[CH2:13][CH2:12][C@@H:11]1[CH2:16][O:17][C:18](=[O:27])[NH:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>[Pd].CO>[CH3:1][O:2][C:3](=[O:28])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][N:10]1[C:14](=[O:15])[CH2:13][CH2:12][C@@H:11]1[CH2:16][O:17][C:18](=[O:27])[NH:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 1

HCID 10000328HCID 10000328, compound

Product 1

HCID 10430490HCID 10430490, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Palladium on carbon (10 mol %, 7 mg) was added to a solution of alkene 21 (39 mg, 0.10 mmol) in MeOH (2.5 mL). The flask was evacuated and refilled with hydrogen (3×), and the reaction mixture was stirred vigorously under a balloon of hydrogen for 3.5 h. The mixture was then filtered through celite, washing with MeOH (5 mL) and the filtrate was concentrated in vacuo to afford 33 mg (85%) of the title compound (23).

Workup

  1. customThe flask was evacuated
  2. additionrefilled with hydrogen (3×)
  3. filtrationThe mixture was then filtered through celite
  4. washwashing with MeOH (5 mL)
  5. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-4c8a62ca07324c108491c67a756a485c
Source dataset
uspto-grants-2006_02
Patent number
US07005442B2

Reaction notes

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