(E)-3-(Dimethylamino)-1-(pyrazin-2-YL)prop-2-EN-1-one → 4-Methyl-3-(4-pyrazin-2-yl-pyrimidin-2-ylamino)-benzoic acid ethyl ester

HRID 1783452Notes

Reaction equation

HRID 1783452 reaction equation
CN(/[CH:4]=[CH:5]/[C:6]([C:8]1[CH:13]=[N:12][CH:11]=[CH:10][N:9]=1)=O)C.[N+]([O-])(O)=O.[CH2:18]([O:20][C:21](=[O:33])[C:22]1[CH:27]=[CH:26][C:25]([CH3:28])=[C:24]([NH:29][C:30]([NH2:32])=[NH:31])[CH:23]=1)[CH3:19].[N+]([O-])(O)=O.C(OC(=O)C1C=CC(NC(N)=N)=CC=1)C>>[CH2:18]([O:20][C:21](=[O:33])[C:22]1[CH:27]=[CH:26][C:25]([CH3:28])=[C:24]([NH:29][C:30]2[N:32]=[C:6]([C:8]3[CH:13]=[N:12][CH:11]=[CH:10][N:9]=3)[CH:5]=[CH:4][N:31]=2)[CH:23]=1)[CH3:19]

Participants

4

Reactant 3

HCID 5825354(E)-3-(Dimethylamino)-1-(pyrazin-2-YL)prop-2-EN-1-oneHCID 178468864HCID 178468864, compoundHCID 178469037HCID 178469037, compound

Product 1

HCID 686125394-Methyl-3-(4-pyrazin-2-yl-pyrimidin-2-ylamino)-benzoic acid ethyl ester

Procedure

3-dimethylamino-1-pyrazin-2-yl-propenone prepared in Preparation 2 and 3-guanidino-4-methylbenzoic acid ethyl ester nitrate were used instead 3-dimethylamino-1-pyridin-3-yl-propenone and 4-guanidino-benzoic acid ethyl ester nitrate according to the similar procedure to Preparation 8 to give the titled compound as yellow solid.

Workup

  1. customto Preparation 8

Sources & evidence

ORD record
ord-0a3ab26ef0c94b18b0dc85955333fe47
Source dataset
uspto-grants-2009_03
Patent number
US07501424B2

Reaction notes

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