Hydrochloric Acid → HCID 22885005, compound

HRID 583699Notes

Reaction equation

HRID 583699 reaction equation
Cl.[C:2]([NH:10][C@@H:11]([CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH2:24][CH2:25][CH2:26][NH:27][C:28]2[N:33]=[CH:32][CH:31]=[CH:30][N:29]=2)=[CH:18][CH:17]=1)[C:12]([OH:14])=[O:13])(=[O:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Cl>[Pd].CC(O)=O>[CH2:2]([OH:9])[CH3:3].[NH4+:10].[OH-:9].[OH2:9].[C:2]([NH:10][C@@H:11]([CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][CH2:24][CH2:25][CH2:26][NH:27][C:28]2[NH:33][CH2:32][CH2:31][CH2:30][N:29]=2)=[CH:18][CH:17]=1)[C:12]([OH:14])=[O:13])(=[O:9])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 70105566HCID 70105566, compound

Product 2

HCID 22885005HCID 22885005, compoundHCID 86596525Ethanol ammonium hydroxide water

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 26-3 (250 mg, 0.56 mmol), AcOH (20 mL), conc. HCl (3 mL) and 10% Pd/C (150 mg) was shaken on the Parr apparatus (60 psi) at ambient temperature for 2.5 h. The reaction mixture was then filtered through a celite pad and the filtrate concentrated. Flash chromatography (silica, 10:1:1 to 9:1:1 ethanol/NH4OH/H2O) gave 26-4 as a white solid.

Workup

  1. filtrationThe reaction mixture was then filtered through a celite pad
  2. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-f3a4b0aa46164925a64281387c2b2654
Source dataset
uspto-grants-1999_07
Patent number
US05929120

Reaction notes

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