HCID 67822243, compound → HCID 67822079, compound

HRID 1033955Notes

Reaction equation

HRID 1033955 reaction equation
[ClH:1].C([NH:9][CH:10]1[CH2:19][CH2:18][C:17]2[C:12](=[CH:13][C:14]([O:20][CH:21]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:22][CH3:23])=[CH:15][CH:16]=2)[CH2:11]1)C1C=CC=CC=1>C(O)C.O.[Pd]>[ClH:1].[NH2:9][CH:10]1[CH2:19][CH2:18][C:17]2[C:12](=[CH:13][C:14]([O:20][CH:21]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:22][CH3:23])=[CH:15][CH:16]=2)[CH2:11]1

Participants

5

Reactant 1

HCID 67822243HCID 67822243, compound

Product 1

HCID 67822079HCID 67822079, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 2-benzylamino-7-(ethoxycarbonylpropan-3-yloxy) tetralin hydrochloride (14 g), prepared as described in Example 3, in a mixture of 95% ethanol (250 ml) and water (10 ml) is hydrogenated at atmospheric pressure and 60° C. in the presence of 10% Pd/C (2 g) as the hydrogenation catalyst. After 5 hours the catalyst is filtered off, the filtrate is concentrated to dryness and the residue is taken up in absolute ethanol (100 ml) and concentrated to dryness a few times. The obtained product is then triturated with acetone, filtered and crystallized from isopropanol affording 8.8 g of the compound of the title. M.p. 134°-136° C.

Workup

  1. filtrationAfter 5 hours the catalyst is filtered off
  2. concentrationthe filtrate is concentrated to dryness
  3. concentrationconcentrated to dryness a few times
  4. customThe obtained product is then triturated with acetone
  5. filtrationfiltered
  6. customcrystallized from isopropanol affording 8.8 g of the compound of the title

Sources & evidence

ORD record
ord-1fda6d2db8c34c1386e55467b9fa8805
Source dataset
uspto-grants-1994_05
Patent number
US05312961

Reaction notes

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