HCID 13469495, compound → HCID 13885564, compound

HRID 373109Notes

Reaction equation

HRID 373109 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]1[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:14]([CH3:21])[NH:13][C:12]2[CH2:22][O:23][C:24](=[O:25])[C:11]1=2)([O-])=O>O1CCCC1.[Ni]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]1[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])=[C:14]([CH3:21])[NH:13][C:12]2[CH2:22][O:23][C:24](=[O:25])[C:11]1=2

Participants

4

Reactant 1

HCID 13469495HCID 13469495, compound

Product 1

HCID 13885564HCID 13885564, compoundYield 56%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

58 mmol of ethyl 4-(2-nitrophenyl)-2-methyl-5-oxo-1,4,5,7-tetrahydrofuro[3,4-b]pyridine-3-carboxylate are dissolved in 200 ml of tetrahydrofuran, and 2 g of Raney nickel are added. Hydrogenation is carried out under a pressure of 50 bar of H2 for 1.5 h. The solution is evaporated, and dilute hydrochloric acid is added and the product is filtered off with suction and dried. Yield: 56% of theory

Workup

  1. customThe solution is evaporated
  2. additiondilute hydrochloric acid is added
  3. filtrationthe product is filtered off with suction
  4. customdried

Sources & evidence

ORD record
ord-daff792f5441401c8c7d80a337835e31
Source dataset
uspto-grants-1992_11
Patent number
US05162338

Reaction notes

Loading…