HCID 18615165, compound → HCID 18615196, compound

HRID 635421Notes

Reaction equation

HRID 635421 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-ee2756dc61ad4fc09fdf9f0bad7b954a
Source dataset
uspto-grants-2001_02
Patent number
US06187809B1

Reaction notes

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