HCID 20502649, compound → HCID 20502650, compound

HRID 851158Notes

Reaction equation

HRID 851158 reaction equation
[N+:1]([C:4]1[CH:36]=[CH:35][CH:34]=[CH:33][C:5]=1[C:6]([NH:8][CH:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][O:18][C:19]2[CH:32]=[CH:31][C:22]3[C:23]4[CH2:30][CH2:29][CH2:28][C:24]=4[C:25](=[O:27])[O:26][C:21]=3[CH:20]=2)[CH2:11][CH2:10]1)=[O:7])([O-])=O.[H][H]>[Ni].C(O)C>[NH2:1][C:4]1[CH:36]=[CH:35][CH:34]=[CH:33][C:5]=1[C:6]([NH:8][CH:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH2:17][O:18][C:19]2[CH:32]=[CH:31][C:22]3[C:23]4[CH2:30][CH2:29][CH2:28][C:24]=4[C:25](=[O:27])[O:26][C:21]=3[CH:20]=2)[CH2:13][CH2:14]1)=[O:7]

Participants

5

Reactant 2

HCID 20502649HCID 20502649, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20502650HCID 20502650, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A solution of 1.47 g. (3 mMol) 2,3-dihydro-7-{3-[4-(2-nitrobenzamido)-piperidino]-propoxy}-cyclopenta[c][1]benzopyran-4(1H)-one (compound of Example 48) in 100 ml. ethanol is hydrogenated over 1 g. Raney nickel at ambient temperature and 1 bar hydrogen pressure. After filtration, the filtrate is evaporated and the residue is recrystallized from ethanol. There is obtained 0.85 g. (62% of theory) of the desired compound; m.p. 269°-270° C.

Workup

  1. customat ambient temperature
  2. filtrationAfter filtration
  3. customthe filtrate is evaporated
  4. customthe residue is recrystallized from ethanol
  5. customThere is obtained 0.85 g

Sources & evidence

ORD record
ord-dd92fcd25b8743bcbda5c37d16406521
Source dataset
uspto-grants-1983_05
Patent number
US04382943

Reaction notes

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