3-Aminopyridine → 8-(2,6-Dichloro-3,5-dimethoxy-phenyl)-2-[(2-dimethylamino-ethyl)-methylamino]-quinoxaline-5-carboxylic acid pyridin-3-ylamide

HRID 1189798Notes

Reaction equation

HRID 1189798 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([O:10][CH3:11])=[C:4]([Cl:12])[C:3]=1[C:13]1[C:22]2[N:21]=[C:20]([N:23]([CH2:25][CH2:26][N:27]([CH3:29])[CH3:28])[CH3:24])[CH:19]=[N:18][C:17]=2[C:16]([C:30]([OH:32])=O)=[CH:15][CH:14]=1.[NH2:33][C:34]1[CH:35]=[N:36][CH:37]=[CH:38][CH:39]=1>C(Cl)Cl.CO>[N:36]1[CH:37]=[CH:38][CH:39]=[C:34]([NH:33][C:30]([C:16]2[C:17]3[N:18]=[CH:19][C:20]([N:23]([CH2:25][CH2:26][N:27]([CH3:28])[CH3:29])[CH3:24])=[N:21][C:22]=3[C:13]([C:3]3[C:2]([Cl:1])=[C:7]([O:8][CH3:9])[CH:6]=[C:5]([O:10][CH3:11])[C:4]=3[Cl:12])=[CH:14][CH:15]=2)=[O:32])[CH:35]=1

Participants

4

Reactant 2

HCID 100093-AminopyridineHCID 866411428-(2,6-Dichloro-3,5-dimethoxy-phenyl)-2-[(2-dimethylamino-ethyl)-methyl-amino]-quinoxaline-5-carboxylic acid

Product 1

HCID 592929068-(2,6-Dichloro-3,5-dimethoxy-phenyl)-2-[(2-dimethylamino-ethyl)-methylamino]-quinoxaline-5-carboxylic acid pyridin-3-ylamide

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

The title compound was prepared in analogy to the procedure described in Step 14.1 but using 8-(2,6-dichloro-3,5-dimethoxy-phenyl)-2-[(2-dimethylamino-ethyl)-methyl-amino]-quinoxaline-5-carboxylic acid (Step 85.1) and 3-aminopyridine. Title compound: ESI-MS: 555.0/557.2 [M+H]+; tR=3.16 min (System 1); TLC: Rf=0.20 (DCM/MeOH/NH3aq, 94:5:1).

Workup

  1. customThe title compound was prepared in analogy to the procedure

Sources & evidence

ORD record
ord-d5cde277414e4e9abf8cc5b306af6d03
Source dataset
uspto-grants-2014_03
Patent number
US08674099B2

Reaction notes

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