Piperazine → HCID 10269950, compound

HRID 1251018Notes

Reaction equation

[CH3:1][O:2][C:3]1[C:12]([O:13][CH3:14])=[N:11][C:10]2[C:9]([C:15](Cl)=[O:16])=[C:8]([CH3:18])[C:7]([N+:19]([O-:21])=[O:20])=[CH:6][C:5]=2[N:4]=1.[NH:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1>>[CH3:1][O:2][C:3]1[C:12]([O:13][CH3:14])=[N:11][C:10]2[C:5](=[CH:6][C:7]([N+:19]([O-:21])=[O:20])=[C:8]([CH3:18])[C:9]=2[C:15]([N:22]2[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]2)=[O:16])[N:4]=1

Participants

Reactant 2

HCID 4837Piperazine

HCID 10805016HCID 10805016, compound

Product 1

HCID 10269950HCID 10269950, compound

Procedure

Prepared from 2,3-dimethoxy-6-methyl-7-nitro-quinoxaline-5-carbonyl chloride (13) 250 mg (0.80 mmol) and piperazine 138 mg (1.60 mmol). Reaction was continued for 2 hours, and the crude product was eluted through a flash column (8% methanol in chloroform): 250 mg (86%), mp 150-152° C.; 1H NMR (CDCl3): δ 8.30 (s, 1H), 4.05 (s, 3H), 3.96 (s, 3H), 3.81 (t, 4H, J=4.9, 5.1 Hz), 2.96 (t, 4H, J=5.1, 4.9 Hz),2.54 (s, 3H), 1.84 (br s, 1H); MS (APCI): m/z 362 (M+H).

Workup

customReaction
washthe crude product was eluted through a flash column (8% methanol in chloroform)

Sources & evidence

ORD record: ord-0f2202abfbb54e0c8afbecd01c6d0382
Source dataset: uspto-grants-2002_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06340758B1

Reaction notes

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