HCID 18615165, compound → HCID 18615196, compound

HRID 1636948Notes

Reaction equation

HRID 1636948 reaction equation
[ClH:1].[CH:2]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH:5]=[CH:4][C:3]=1[O:15][CH2:16][CH2:17][NH:18][CH2:19][CH:20]([C:22]1[CH:23]=[CH:24][C:25]([O:35]CC2C=CC=CC=2)=[C:26]([NH:28][S:29]([CH:32]([CH3:34])[CH3:33])(=[O:31])=[O:30])[CH:27]=1)[OH:21].CO.C(OCC)(=O)C>CO.[Pd]>[ClH:1].[CH:2]1[C:14]2[NH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[C:6]=2[CH:5]=[CH:4][C:3]=1[O:15][CH2:16][CH2:17][NH:18][CH2:19][CH:20]([C:22]1[CH:23]=[CH:24][C:25]([OH:35])=[C:26]([NH:28][S:29]([CH:32]([CH3:33])[CH3:34])(=[O:31])=[O:30])[CH:27]=1)[OH:21]

Participants

5

Reactant 2

HCID 18615165HCID 18615165, compoundHCID 21584119Ethylacetate methanol

Product 1

HCID 18615196HCID 18615196, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

According to the procedures described in Example 2, the compound of Example 53 (369 mg) was dissolved in 39.9 ml of methanol and subjected to a hydrogenolysis using 10% Pd-C (190 mg). The catalyst was filtered on celite at room temperature and washed with hot methanol. After the filtrate and the washed liquor were brought together, the solvent was distilled off under a reduced pressure, whereby the above-identified compound (267 mg) was obtained. Rf=0.27(methanol/ethyl acetate of 1/3).

Workup

  1. filtrationThe catalyst was filtered on celite at room temperature
  2. washwashed with hot methanol
  3. distillationthe solvent was distilled off under a reduced pressure, whereby the above-identified compound (267 mg)
  4. customwas obtained

Sources & evidence

ORD record
ord-ff1a1c8cfb0f47ebab6cfa5d028b74ed
Source dataset
uspto-grants-2000_03
Patent number
US06037362

Reaction notes

Loading…