Diisopropylethylamine → HCID 70654354, compound

HRID 1403430Notes

Reaction equation

[CH3:1][C@H:2]1[CH2:7][O:6][CH2:5][CH2:4][NH:3]1.Cl[C:9]1[C:10]([OH:23])=[N:11][C:12]2[C:17]([N:18]=1)=[CH:16][C:15]([C:19]([O:21][CH3:22])=[O:20])=[CH:14][CH:13]=2.CCN(C(C)C)C(C)C>CS(C)=O>[CH3:1][C@@H:2]1[N:3]([C:9]2[C:10](=[O:23])[NH:11][C:12]3[C:17]([N:18]=2)=[CH:16][C:15]([C:19]([O:21][CH3:22])=[O:20])=[CH:14][CH:13]=3)[CH2:4][CH2:5][O:6][CH2:7]1

Participants

Conditions

Temperature: 70 °C

Procedure

To a solution of (3S)-3-methylmorpholine (127 mg, 1.26 mmol) in DMSO (2 mL) was added methyl 3-chloro-2-hydroxyquinoxaline-6-carboxylate (200 mg, 0.84 mmol) and DIEA (217 mg, 1.68 mmol). The resulting solution was stirred at 70° C. for 3 h and then quenched by water (10 mL). The solids were collected by filtration to afford (S)-methyl 3-(3-methylmorpholino)-2-oxo-1,2-dihydroquinoxaline-6-carboxylate as a light yellow solid (200 mg, crude).

Workup

customquenched by water (10 mL)
filtrationThe solids were collected by filtration

Sources & evidence

ORD record: ord-fcad2216a9ba4840ab5647a5a80d3d47
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08912188B2

Reaction notes

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