HCID 66881200, compound → HCID 66880579, compound

HRID 1893572Notes

Reaction equation

HRID 1893572 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[N+:11]([O-])=O)[N:7]([CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][O:15]1)[N:6]=[C:5]2[CH:20]=[CH2:21]>C(O)C.O1CCCC1.[C].[Pd]>[CH2:20]([C:5]1[C:4]2[C:8](=[CH:9][C:10]([NH2:11])=[C:2]([CH3:1])[CH:3]=2)[N:7]([CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][O:15]2)[N:6]=1)[CH3:21]

Participants

5

Reactant 1

HCID 66881200HCID 66881200, compound

Product 1

HCID 66880579HCID 66880579, compoundYield 98%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The compound (3.04 g, 10.6 mmol) of step A was dissolved in an ethanol (100 ml)-tetrahydrofuran (10 ml) mixed solvent, and the mixture was stirred at room temperature. Then, 10% palladium carbon (containing water) (3.20 g) was added, and the mixture was stirred at room temperature for 5 hr under a hydrogen atmosphere. The insoluble material was filtered off through celite, and the obtained solution was concentrated under reduced pressure to give the title compound (2.69 g, yield 98%) as a pale-yellow oil.

Workup

  1. additionmixed solvent
  2. stirringthe mixture was stirred at room temperature for 5 hr under a hydrogen atmosphere
  3. filtrationThe insoluble material was filtered off through celite
  4. concentrationthe obtained solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-43c8e511ca7c473993507504ad6a37ff
Source dataset
uspto-grants-2013_08
Patent number
US08513235B2

Reaction notes

Loading…