rel-(1R,2R,3S,4S)-3-Aminobicyclo[2.2.1]hept-5-ene-2-carboxamide → HCID 13724496, compound

HRID 1968519Notes

Reaction equation

HRID 1968519 reaction equation
[NH2:1][C@@H:2]1[C@@H:7]2[CH2:8][C@@H:4]([CH:5]=[CH:6]2)[C@@H:3]1[C:9]([NH2:11])=[O:10]>CO.[Pd]>[NH2:1][C@@H:2]1[C@@H:7]2[CH2:8][C@@H:4]([CH2:5][CH2:6]2)[C@@H:3]1[C:9]([NH2:11])=[O:10]

Participants

4

Reactant 1

HCID 42580098rel-(1R,2R,3S,4S)-3-Aminobicyclo[2.2.1]hept-5-ene-2-carboxamide

Product 1

HCID 13724496HCID 13724496, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of (+/−)-(1S,2S,3R,4R)-3-aminobicyclo[2.2.1]hept-5-ene-2-carboxamide (707 mg, 4.65 mmol) in methanol (23 ml) was evacuated and purged with nitrogen and treated with palladium on carbon (74.2 mg, 0.070 mmol). The resulting suspension was evacuated and purged with a hydrogen balloon and stirred under the hydrogen overnight. The mixture was filtered through celite, washed with methanol, and dried to afford the title compound.

Workup

  1. custompurged with nitrogen
  2. customThe resulting suspension was evacuated
  3. custompurged with a hydrogen balloon
  4. filtrationThe mixture was filtered through celite
  5. washwashed with methanol
  6. customdried

Sources & evidence

ORD record
ord-285e6b46b56c4defafc6ce0e930b710b
Source dataset
uspto-grants-2013_04
Patent number
US08426408B2

Reaction notes

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