HCID 14327173, compound → HCID 14327174, compound

HRID 893625Notes

Reaction equation

HRID 893625 reaction equation
[N:1]1([CH:6]2[C:14]3[N:13]=[CH:12][CH:11]=[CH:10][C:9]=3[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1>CO.Cl.[Pt]=O>[N:1]1([CH:6]2[CH:14]3[CH:9]([CH2:10][CH2:11][CH2:12][NH:13]3)[CH2:8][CH2:7]2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

5

Reactant 1

HCID 14327173HCID 14327173, compound

Product 1

HCID 14327174HCID 14327174, compound

Reagents, catalysts & solvents 3

HCID 82844Platinum oxide (PtO)CatalystHCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

6.4 g of the product of Step B in 64 ml of methanol and 6.4 ml of concentrated hydrochloric acid were hydrogenated in the presence of platinum oxide for 5 hours under 1700 mbars and then filtered. The solvent was evaporated to dryness at 40° C. maximum under reduced pressure. The residue was taken up in 20 ml of water, alkalized with about 10 ml of a 32% solution of sodium hydroxide, extracted with methylene chloride, washed with water, dried, and taken to dryness under reduced pressure. The residue was chromatographed on silica and eluted with a mixture of ethyl acetate, methanol and triethylamine (80-15-5) to obtain:

Workup

  1. filtrationfiltered
  2. customThe solvent was evaporated to dryness at 40° C. maximum under reduced pressure
  3. extractionextracted with methylene chloride
  4. washwashed with water
  5. customdried
  6. customThe residue was chromatographed on silica
  7. washeluted with a mixture of ethyl acetate, methanol and triethylamine (80-15-5)
  8. customto obtain

Sources & evidence

ORD record
ord-eb66181ebc33442dab494037a6945791
Source dataset
uspto-grants-1992_06
Patent number
US05126353

Reaction notes

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