HCID 66941896, compound → HCID 21084458, compound

HRID 1173940Notes

Reaction equation

HRID 1173940 reaction equation
C(OC(=O)[N:10]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([NH:24][C:25](=[O:46])[C:26]2[CH:31]=[CH:30][C:29]([CH2:32][N:33]([CH2:40][C:41]3[NH:42][CH:43]=[CH:44][N:45]=3)[CH2:34][C:35]3[NH:36][CH:37]=[CH:38][N:39]=3)=[CH:28][CH:27]=2)=[CH:20][CH:19]=1)[CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)C1C=CC=CC=1.[H][H]>CO.C(O)C.[C].[Pd]>[NH:36]1[CH:37]=[CH:38][N:39]=[C:35]1[CH2:34][N:33]([CH2:32][C:29]1[CH:30]=[CH:31][C:26]([C:25]([NH:24][C:21]2[CH:22]=[CH:23][C:18]([CH2:17][NH:10][CH:11]3[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]3)=[CH:19][CH:20]=2)=[O:46])=[CH:27][CH:28]=1)[CH2:40][C:41]1[NH:45][CH:44]=[CH:43][N:42]=1

Participants

6

Reactant 2

HCID 66941896HCID 66941896, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21084458HCID 21084458, compound

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

The compound (282 mg) obtained in Example 88-1 was dissolved in methanol (14 ml). After having been cooled with ice, the solution was added with a suspension of 10% palladium-carbon (140 mg) in ethanol (3.0 ml). After having been subjected to hydrogen displacement, the mixture was stirred under a hydrogen atmosphere at room temperature for 3 hours. After the reaction, the reaction solution was filtrated through Celite and the solvent was then distilled off. Then, the residue was purified through silica gel column chromatography (chloroform/methanol/water) and treated with hydrochloric acid, thereby obtaining hydrochloride (47.1 mg) of the subject compound as a white solid.

Workup

  1. temperatureAfter having been cooled with ice
  2. customAfter the reaction
  3. filtrationthe reaction solution was filtrated through Celite
  4. distillationthe solvent was then distilled off
  5. customThen, the residue was purified through silica gel column chromatography (chloroform/methanol/water)
  6. additiontreated with hydrochloric acid

Sources & evidence

ORD record
ord-ad789e66ca214f1482b2bfbf01acfde9
Source dataset
uspto-grants-2010_11
Patent number
US07833991B2

Reaction notes

Loading…