Acetaldehyde → Methyl 4-ethyl-8-nitro-1,2,3,4-tetrahydro-6-quinoxalinecarboxylate

Reaction equation

[N+:1]([C:4]1[CH:5]=[C:6]([C:14]([O:16][CH3:17])=[O:15])[CH:7]=[C:8]2[C:13]=1[NH:12][CH2:11][CH2:10][NH:9]2)([O-:3])=[O:2].[CH:18](=O)[CH3:19]>>[CH2:18]([N:9]1[C:8]2[C:13](=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=[C:6]([C:14]([O:16][CH3:17])=[O:15])[CH:7]=2)[NH:12][CH2:11][CH2:10]1)[CH3:19]

Participants

Reactant 2

HCID 177Acetaldehyde

HCID 69356331Methyl 8-nitro-1,2,3,4-tetrahydro-6-quinoxalinecarboxylate

Product 1

HCID 69359360Methyl 4-ethyl-8-nitro-1,2,3,4-tetrahydro-6-quinoxalinecarboxylate

Procedure

Methyl 4-ethyl-8-nitro-1,2,3,4-tetrahydro-6-quinoxalinecarboxylate (D210) was prepared from methyl 8-nitro-1,2,3,4-tetrahydro-6-quinoxalinecarboxylate (D209) in an analogous manner to the process described for Ester 35 (B35) using acetaldehyde instead of propionaldehyde. [M+H]+=266.3, RT=3.07 min.

Sources & evidence

ORD record: ord-b6415a5bc07f4f1590651662d49b24e7
Source dataset: uspto-grants-2007_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07253198B2

Reaction notes

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