Methanol → HCID 68809804, compound

HRID 657141Notes

Reaction equation

HRID 657141 reaction equation
[NH2:1][CH2:2][C@@H:3]1[C@H:8]([OH:9])[CH2:7][CH2:6][N:5]([CH2:10][CH2:11][N:12]2[C:17](=[O:18])[CH2:16][NH:15][C:14]3[CH:19]=[CH:20][C:21]([O:23][CH3:24])=[N:22][C:13]2=3)[CH2:4]1.CO>C(Cl)Cl.O=[Mn]=O>[NH2:1][CH2:2][C@@H:3]1[C@H:8]([OH:9])[CH2:7][CH2:6][N:5]([CH2:10][CH2:11][N:12]2[C:17](=[O:18])[CH:16]=[N:15][C:14]3[CH:19]=[CH:20][C:21]([O:23][CH3:24])=[N:22][C:13]2=3)[CH2:4]1

Participants

5

Reactant 2

HCID 887MethanolHCID 68809399HCID 68809399, compound

Product 1

HCID 68809804HCID 68809804, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-{2-[(3S,4R)-3-(aminomethyl)-4-hydroxy-1-piperidinyl]ethyl}-6-(methyloxy)-1,4-dihydropyrido[2,3-b]pyrazin-3(2H)-one (170 mg; 0.508 mmol) in DCM:MeOH: 10:1 was added MnO2 (156 mg; 1.52 mmol). The reaction mixture was stirred at ambient temperature under N2 for 2 days, filtered, and concentrated to obtain the product (142 mg; 84%).

Workup

  1. filtrationfiltered
  2. concentrationconcentrated
  3. customto obtain the product (142 mg; 84%)

Sources & evidence

ORD record
ord-81b0b6ef8f5c40119d3f8fd69253b688
Source dataset
uspto-grants-2011_12
Patent number
US08071592B2

Reaction notes

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