HCID 22885752, compound → HCID 22885737, compound

HRID 1289974Notes

Reaction equation

HRID 1289974 reaction equation
COC1C=CC(C[N:8]([C@H:19]2[CH2:23][CH2:22][C@H:21]([CH2:24][N:25]3[CH2:29][CH2:28][CH2:27][CH2:26]3)[C@H:20]2[C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)C(OCC2C=CC=CC=2)=O)=CC=1>CO.CC(O)=O.[Pd]>[NH2:8][C@H:19]1[CH2:23][CH2:22][C@H:21]([CH2:24][N:25]2[CH2:26][CH2:27][CH2:28][CH2:29]2)[C@H:20]1[C:30]1[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=1

Participants

5

Reactant 1

HCID 22885752HCID 22885752, compound

Product 1

HCID 22885737HCID 22885737, compoundYield 77.6%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 887MethanolSolvent

Procedure

A solution of 477 mg of product from Step D in 5 mL of methanol and 0.117 mL of HOAc was hydrogenated over 70 mg of 10% Pd/C at 40 psi for 18 h. The mixture was filtered and evaporated to afford 188 mg of oil. The residue was purified by flash chromatography eluting with 2 to 10% methanol in methylene chloride to obtain 108 mg of title compound. Mass spec (NH3 /CI): 263 (M+1).

Workup

  1. filtrationThe mixture was filtered
  2. customevaporated

Sources & evidence

ORD record
ord-f882b660b59f4fce817f8833567df3b3
Source dataset
uspto-grants-1998_05
Patent number
US05750549

Reaction notes

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