Formic Acid → HCID 136347718, compound

HRID 989426Notes

Reaction equation

HRID 989426 reaction equation
C([O:8][C@H:9]1[C@H:13]2[O:14][CH2:15][C@:10]1([CH2:32][OH:33])[O:11][C@H:12]2[N:16]1[CH:24]=[N:23][C:22]2[C:21](=[O:25])[NH:20][C:19]([NH:26][C:27](=[O:31])[CH:28]([CH3:30])[CH3:29])=[N:18][C:17]1=2)C1C=CC=CC=1.C(O)=O>CO.[Pd]>[OH:8][C@H:9]1[C@H:13]2[O:14][CH2:15][C@:10]1([CH2:32][OH:33])[O:11][C@H:12]2[N:16]1[CH:24]=[N:23][C:22]2[C:21](=[O:25])[NH:20][C:19]([NH:26][C:27](=[O:31])[CH:28]([CH3:29])[CH3:30])=[N:18][C:17]1=2

Participants

5

Reactant 2

HCID 284Formic AcidHCID 135405285HCID 135405285, compound

Product 1

HCID 136347718HCID 136347718, compoundYield 98.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of compound 15 (5.8 g, 12.7 mmol) in methanol (50 mL) was added 10% Pd/C (2 g) and formic acid (3 mL). The mixture was refluxed for 5 h, cooled to ambient temperature and filtrated through silica gel column. The column was washed with methanol (50 mL), all the filtrate was concentrated under reduced pressure to yield 4.55 g (98%) of compound 16 as a glass-like solid.

Workup

  1. temperatureThe mixture was refluxed for 5 h
  2. filtrationfiltrated through silica gel column
  3. washThe column was washed with methanol (50 mL), all the filtrate
  4. concentrationwas concentrated under reduced pressure

Sources & evidence

ORD record
ord-e3e704e003ce488091252fa3dd235a07
Source dataset
uspto-grants-2003_10
Patent number
US06639059B1

Reaction notes

Loading…