Methanol → HCID 23369766, compound

HRID 1900767Notes

Reaction equation

HRID 1900767 reaction equation
[CH3:1][NH:2][CH2:3][C:4]([NH:6][CH2:7][CH:8]1[O:22][C:11]2=[C:12]3[C:17](=[C:18]([CH3:20])[CH:19]=[C:10]2[CH2:9]1)[NH:16][C:15](=[O:21])[CH:14]=[CH:13]3)=[O:5].[H][H].C(Cl)(Cl)Cl.CO>O.[Pd].CCOCC>[CH3:1][NH:2][CH2:3][C:4]([NH:6][CH2:7][CH:8]1[O:22][C:11]2=[C:12]3[C:17](=[C:18]([CH3:20])[CH:19]=[C:10]2[CH2:9]1)[NH:16][C:15](=[O:21])[CH2:14][CH2:13]3)=[O:5]

Participants

8

Reactant 4

HCID 887MethanolHCID 6212ChloroformHCID 23369751HCID 23369751, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23369766HCID 23369766, compoundYield 65%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 962WaterSolventHCID 3283Diethyl EtherSolvent

Procedure

The compound obtained in Example 233 (1.2 g, 3.5 mmol) was dissolved in water (40 ml). To the obtained solution, 10% palladium-on-carbon (1.3 g) was added, followed by stirring at 80° C. for 12 hours in the atmosphere of hydrogen. The reaction mixture was filtered, and the filtrate was condensed under reduced pressure. The resultant residue was subjected to a recrystallizing procedure using chloroform--methanol--ether to obtain 690 mg of the title compound as colorless powdery crystals (58.0%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. customcondensed under reduced pressure

Sources & evidence

ORD record
ord-e141bd9bd7804e238bbb99c4686a45bd
Source dataset
uspto-grants-1996_11
Patent number
US05576324

Reaction notes

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