Chloroacetone → HCID 67695651, compound

HRID 2393063Notes

Reaction equation

HRID 2393063 reaction equation
[NH2:1][C:2]1[NH:7][C:6](=[O:8])[C:5]([CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]([O:24][CH3:25])=[O:23])=[CH:12][CH:11]=2)=[C:4]([CH2:26][CH2:27][CH2:28][CH3:29])[N:3]=1.Cl[CH2:31][C:32](=O)[CH3:33]>CN(C=O)C>[CH2:26]([C:4]1[N:3]2[CH:32]([CH3:33])[CH:31]=[N:1][C:2]2=[N:7][C:6](=[O:8])[C:5]=1[CH2:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[C:22]([O:24][CH3:25])=[O:23])=[CH:14][CH:15]=1)[CH2:27][CH2:28][CH3:29]

Participants

4

Reactant 2

HCID 6571ChloroacetoneHCID 135703295HCID 135703295, compound

Product 1

HCID 67695651HCID 67695651, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A solution of 0.3 g of 2-amino-6-butyl-5-[(2'-methoxycarbonylbiphenyl-4-yl) methyl]pyrimidin-4-one in 6 ml of DMF is added under stirring with 61 μl of chloroacetone. After 18 h under stirring at 100° C., the solvent is evaporated under reduced pressure. The residue is taken up into water to separate a solid which is filtered and purified by FC (eluent CH2Cl2 --CH3OH 97:3), to obtain 90 mg of a spongy solid (27% yield).

Workup

  1. customthe solvent is evaporated under reduced pressure
  2. customto separate a solid which
  3. filtrationis filtered
  4. custompurified by FC (eluent CH2Cl2 --CH3OH 97:3)

Sources & evidence

ORD record
ord-338785e745944385b111b4ba65bedb2d
Source dataset
uspto-grants-1998_09
Patent number
US05804583

Reaction notes

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