HCID 87999131, compound → HCID 87998587, compound

HRID 2180233Notes

Reaction equation

HRID 2180233 reaction equation
C(OC([NH:8][C@H:9]([CH2:23][CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)[CH:10]([OH:22])[C:11]([NH:13][O:14]CC1C=CC=CC=1)=[O:12])=O)(C)(C)C>[Pd].C1COCC1>[NH2:8][C@H:9]([CH2:23][CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]1)[CH:10]([OH:22])[C:11]([NH:13][OH:14])=[O:12]

Participants

4

Reactant 1

HCID 87999131HCID 87999131, compound

Product 1

HCID 87998587HCID 87998587, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of Example 106A (0.33 g, 0.82 mmol), and 10% palladium on charcoal (0.13 g) in THF (8 mL) at room temperature was stirred for 16 hours under an atmosphere of hydrogen gas, filtered, and concentrated. The concentrate was dissolved in saturated HCl/dioxane (5 mL), stirred for 1 hour, concentrated, treated with diethyl ether, then concentrated to provide the desired product.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. dissolutionThe concentrate was dissolved in saturated HCl/dioxane (5 mL)
  4. concentrationconcentrated
  5. additiontreated with diethyl ether
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-7f14f226fd5543feadf1823ada92d386
Source dataset
uspto-grants-2005_05
Patent number
US06887863B2

Reaction notes

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