Ethyl bromopyruvate → HCID 59313149, compound

HRID 2389772Notes

Reaction equation

HRID 2389772 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([NH:9][CH2:10][CH2:11][NH:12][C:13]2[N:18]=[CH:17][C:16]([C:19]#[N:20])=[CH:15][CH:14]=2)[N:3]=1.Br[CH2:22][C:23](=O)[C:24]([O:26][CH2:27][CH3:28])=[O:25]>CN(C=O)C>[Cl:8][C:6]1[N:5]=[C:4]([NH:9][CH2:10][CH2:11][NH:12][C:13]2[CH:14]=[CH:15][C:16]([C:19]#[N:20])=[CH:17][N:18]=2)[N:3]2[CH:22]=[C:23]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[N:1]=[C:2]2[CH:7]=1

Participants

4

Reactant 2

HCID 66144Ethyl bromopyruvateHCID 59313150HCID 59313150, compound

Product 1

HCID 59313149HCID 59313149, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

480 mg (1.66 mmol) of 6-({2-[(4-amino-6-chloropyrimidin-2-yl)amino]ethyl}amino)pyridine-3-carbonitrile and 538 mg (2.49 mmol) of ethyl bromopyruvate are dissolved in 8 ml of DMF and heated at 100° C. for 16 h. After the reaction is complete, the crude mixture is purified by preparative HPLC. 190 mg (27% of theory) of the product are obtained as a solid.

Workup

  1. customthe crude mixture is purified by preparative HPLC
  2. custom190 mg (27% of theory) of the product are obtained as a solid

Sources & evidence

ORD record
ord-ce36d5527fd84cd2be466e819720e4bc
Source dataset
uspto-grants-2012_09
Patent number
US08273752B2

Reaction notes

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