Chloroform → HCID 71073992, compound

HRID 1615407Notes

Reaction equation

HRID 1615407 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][N:14]([C:17]([NH:19][CH:20]2[CH2:25][CH2:24][N:23]([C:26]3[CH:31]=[CH:30][C:29]([C:32](=[O:42])[NH:33][CH2:34][CH2:35][N:36]4[CH2:41][CH2:40][O:39][CH2:38][CH2:37]4)=[CH:28][CH:27]=3)[CH2:22][CH2:21]2)=[O:18])[CH2:13][CH2:12]1)=O)C1C=CC=CC=1.[H][H].C(Cl)(Cl)Cl>CO.C1COCC1.[Pd]>[O:39]1[CH2:40][CH2:41][N:36]([CH2:35][CH2:34][NH:33][C:32]([C:29]2[CH:30]=[CH:31][C:26]([N:23]3[CH2:22][CH2:21][CH:20]([NH:19][C:17]([N:14]4[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]4)=[O:18])[CH2:25][CH2:24]3)=[CH:27][CH:28]=2)=[O:42])[CH2:37][CH2:38]1

Participants

7

Reactant 3

HCID 6212ChloroformHCID 71073903HCID 71073903, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 71073992HCID 71073992, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The 4-benzyloxycarbonyl-N-(1-(4-(2-morpholinoethylcarbamoyl)-phenyl)-piperidin-4-yl)-1-piperazinecarboxamide (14.5 g, 25.0 mmol) obtained in Example 15(4) was dissolved in methanol (80 ml) and THF (80 ml), and 10% Pd—C (3.0 g) was added thereto, followed by stirring at room temperature in a hydrogen atmosphere for 17 hours. To the reaction mixture, chloroform was added. After the insoluble material was filtered with Celite, the filtrate was evaporated under reduced pressure, thereby obtaining N-(1-(4-(2-morpholinoethylcarbamoyl)phenyl)-piperidin-4-yl)-1-piperazinecarboxamide (11.2 g, quant.) as a milky-white solid.

Workup

  1. filtrationAfter the insoluble material was filtered with Celite
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-dd0055ea0c1f4a419ccf91ca56765c34
Source dataset
uspto-grants-2014_07
Patent number
US08765750B2

Reaction notes

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