HCID 117690355, compound → HCID 117690037, compound

HRID 1502091Notes

Reaction equation

HRID 1502091 reaction equation
[CH3:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[CH:4][C:3]=1[CH:11]1[O:16][CH2:15][CH:14]2[CH2:17][N:18]([C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:19][CH2:20][N:13]2[CH2:12]1.[H][H]>CCOC(C)=O.[Pd]>[NH2:8][C:7]1[C:2]([CH3:1])=[C:3]([CH:11]2[O:16][CH2:15][C@@H:14]3[CH2:17][N:18]([C:21]([O:23][C:24]([CH3:26])([CH3:25])[CH3:27])=[O:22])[CH2:19][CH2:20][N:13]3[CH2:12]2)[CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 117690355HCID 117690355, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 117690037HCID 117690037, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

9aS)-tert-Butyl 3-(2-methyl-3-nitrophenyl)hexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate (1.45 g, 3.84 mmol) was dissolved in EtOAc (30 ml) then added 10% Pd/C (0.409 g) and stirred under a balloon of hydrogen overnight. The catalyst was filtered off and solvent evaporated to yield the title compound. LC-MS (IE, m/z): 348 [M+1]+

Workup

  1. filtrationThe catalyst was filtered off
  2. customsolvent evaporated

Sources & evidence

ORD record
ord-8457b71224994ad7afebec5470905b75
Source dataset
uspto-grants-2015_12
Patent number
US09206199B2

Reaction notes

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