HCID 86743258, compound → HCID 20031051, compound

HRID 232152Notes

Reaction equation

HRID 232152 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:18]3[CH2:17][CH2:16][CH2:15][CH2:14][C:13]=3[C:12]([CH2:19][CH2:20][CH2:21][CH:22]=[CH:23][C:24]([OH:26])=[O:25])=[N:11]2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>[Pd].C(O)(=O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:18]3[CH2:17][CH2:16][CH2:15][CH2:14][C:13]=3[C:12]([CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])=[N:11]2)=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 86743258HCID 86743258, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20031051HCID 20031051, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 6-[4,5,6,7-tetrahydro-1-(4-nitrophenyl)-1H-inda-zol-3-yl]hexenoic acid n acetic acid (75 ml) was treated with 10% palladium/C (0.80 g) and reduced at 40 psi hydrogen pressure for 2 hours. The catalyst was filtered and the filtrate was evaporated to yield crude 1-[4-(amino)phenyl]-4,5,6,7-tetrahydro-1H-indazole-3-hexanoic acid. Acylation with acetic anhydride (5 ml) and pyridine (10 ml) gave crude title compound (0.45 g). An analytical sample (m.p. 175° C.) was obtained from methanol-ether solution.

Workup

  1. filtrationThe catalyst was filtered
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-2241ebc6655b42e8aa59c55277acc9f2
Source dataset
uspto-grants-1989_07
Patent number
US04851425

Reaction notes

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