Morpholine → 2-chloro-5,6a-dimethyl-4-morpholino-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one

HRID 2386226Notes

Reaction equation

[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[N:8]([CH3:13])[C:7](=[O:14])[C:6]3([CH3:19])[CH2:15][O:16][CH2:17][CH2:18][N:5]3[C:4]=2[N:3]=1.C(N(CC)CC)C.[NH:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1>ClCCl>[Cl:1][C:2]1[N:11]=[C:10]([N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)[C:9]2[N:8]([CH3:13])[C:7](=[O:14])[C:6]3([CH3:19])[CH2:15][O:16][CH2:17][CH2:18][N:5]3[C:4]=2[N:3]=1

Participants

Conditions

Temperature: 50 °C

Procedure

2,4-Dichloro-5,6a-dimethyl-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (20 mg, 0.066 mmol), triethylamine (18.44 μL, 0.132 mmol) and morpholine (5.75 μL, 0.066 mmol) were mixed in dichloromethane at room temperature and stirred over the weekend at 50° C. The solvent was removed in vacuo to give crude 2-chloro-5,6a-dimethyl-4-morpholino-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one. MS [M+H] Found 354.

Workup

customThe solvent was removed in vacuo

Sources & evidence

ORD record: ord-3bea8d3fdf2342c6b98b39dbfb5424b7
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08268819B2

Reaction notes

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