HCID 18922532, compound → HCID 18922462, compound

HRID 1289978Notes

Reaction equation

HRID 1289978 reaction equation
[N:1]([CH:4]1[CH2:8][CH2:7][CH:6]([C:9]2[N:13]([CH3:14])[CH:12]=[N:11][N:10]=2)[CH:5]1[C:15]1[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=1)=[N+]=[N-]>CO.[Pd]>[NH2:1][CH:4]1[CH2:8][CH2:7][CH:6]([C:9]2[N:13]([CH3:14])[CH:12]=[N:11][N:10]=2)[CH:5]1[C:15]1[CH:16]=[CH:17][C:18]([F:21])=[CH:19][CH:20]=1

Participants

4

Reactant 1

HCID 18922532HCID 18922532, compound

Product 1

HCID 18922462HCID 18922462, compoundYield 24.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 90 mg of the product from Step E in 5 mL of methanol was hydrogenated over 25 mg of 10% Pd/C at 40 psi for 2 h and then filtered and evaporated. The residue was purified by flash chromatography eluting with 1% NH4OH/10% methanol in methylene chloride to obtain 20 mg of title compound. T.l.c. (5% methanol in methylene chloride) Rf =0.1.

Workup

  1. filtrationfiltered
  2. customevaporated
  3. customThe residue was purified by flash chromatography
  4. washeluting with 1% NH4OH/10% methanol in methylene chloride

Sources & evidence

ORD record
ord-6be74db4383546eca7470cdbd7abc3d8
Source dataset
uspto-grants-1998_05
Patent number
US05750549

Reaction notes

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