Formic Acid → (9AS)-Hexahydropyrazino-[2,1-c][1,4]oxazin-4(3H)-one

HRID 2063317Notes

Reaction equation

[O:1]=[C:2]1[CH2:7][O:6][CH2:5][C@@H:4]2[CH2:8][N:9](C(OCC3C=CC=CC=3)=O)[CH2:10][CH2:11][N:3]12.C(O)=O.C([O-])=O.[NH4+]>C(O)C.[Pd]>[CH2:5]1[C@@H:4]2[CH2:8][NH:9][CH2:10][CH2:11][N:3]2[C:2](=[O:1])[CH2:7][O:6]1

Participants

Conditions

Temperature: 120 °C

Procedure

Benzyl (9aS)-4-oxohexahydropyrazino[2,1-c][1,4]oxazine-8(1H)-carboxylate (0.19 g, 0.65 mmol was dissolved in ethanol (20 mL). The solution was transferred to a 25 mL vial, which contained 10% palladium on carbon (0.1 g), formic acid (0.1 g, 2.2 mmol) and ammonium formate (0.2 g, 3.17 mmol). The mixture was heated for 5 min at 120° C. using microwave single node heating. The catalyst was filtered off and the solution of crude (9aS)-hexahydropyrazino[2,1-c][1,4]oxazin-4(3H)-one was used in the next step without purification and quantification.

Workup

temperatureheating
filtrationThe catalyst was filtered off
customthe solution of crude (9aS)-hexahydropyrazino[2,1-c][1,4]oxazin-4(3H)-one was used in the next step without purification and quantification

Sources & evidence

ORD record: ord-ea54da427c924e96b8e39e87b012a42a
Source dataset: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08288370B2

Reaction notes

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