HCID 69919428, compound → HCID 69852259, compound

HRID 2307438Notes

Reaction equation

HRID 2307438 reaction equation
C(OC(=O)[NH:10][C@H:11]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([N:19]2[CH2:24][CH2:23][O:22][CH:21]([CH2:25][NH:26][C:27]([O:29][C:30]([CH3:33])([CH3:32])[CH3:31])=[O:28])[CH2:20]2)[CH:14]=1)[CH3:12])C1C=CC=CC=1.[H][H]>[Pd].CO>[C:30]([O:29][C:27](=[O:28])[NH:26][CH2:25][C@@H:21]1[O:22][CH2:23][CH2:24][N:19]([C:15]2[CH:16]=[CH:17][CH:18]=[C:13]([CH:11]([NH2:10])[CH3:12])[CH:14]=2)[CH2:20]1)([CH3:32])([CH3:31])[CH3:33]

Participants

5

Reactant 2

HCID 69919428HCID 69919428, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 69852259HCID 69852259, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The mixture of (S)-(1-{3-[2-(tert-butoxycarbonylaminomethyl)-morpholin-4-yl]-phenyl}-ethyl)-carbamic acid benzyl ester (600 mg, 1.3 mmol), palladium on C (10 wt %) (300 mg), and methanol (10 ml) was put onto hydrogenator and shaken at 50 psi of hydrogen for 2 days and one night. The mixture was filtered through Celite pad and washed with methanol. The filtrate was concentrated under vacuum. The sticky oil (89% yield) was used for next step without purification.

Workup

  1. filtrationThe mixture was filtered through Celite pad
  2. washwashed with methanol
  3. concentrationThe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-15caa6d1297e466cb6fc4d7b4c20f41c
Source dataset
uspto-grants-2004_12
Patent number
US06831080B2

Reaction notes

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