Water → HCID 59299232, compound

HRID 538220Notes

Reaction equation

HRID 538220 reaction equation
[Cl:1][CH2:2][C:3]([CH2:5]Cl)=O.[Cl:7][C:8]1[N:13]=[C:12]([S:14][CH3:15])[N:11]=[C:10]([NH2:16])[CH:9]=1.O>CC(O)=O>[Cl:7][C:8]1[N:13]=[C:12]([S:14][CH3:15])[N:11]2[CH:5]=[C:3]([CH2:2][Cl:1])[N:16]=[C:10]2[CH:9]=1

Participants

5

Reactant 3

HCID 962WaterHCID 107931,3-DichloroacetoneHCID 704964-Amino-6-chloro-2-methylthiopyrimidine

Product 1

HCID 59299232HCID 59299232, compoundYield 44.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
110 °C

Procedure

1,3-Dichloroacetone (2.89 g, 22.77 mmol) was added to a solution 6-chloro-2-methylsulfanyl-pyrimidin-4-ylamine (4 g, 22.77 mmol) in AcOH (15 mL) and the mixture was stirred at 110° C. for 16 hours. Then H2O was added and the solid formed was filtered off and dried in vacuo to yield 7-chloro-2-chloromethyl-5-methylsulfanyl-imidazo[1,2-c]pyrimidine (2.5 g, 44% yield) as a pale brown solid that was used in the next step without further purification.

Workup

  1. customthe solid formed
  2. filtrationwas filtered off
  3. customdried in vacuo

Sources & evidence

ORD record
ord-3fc885f565c542228d2ba019fa9458e8
Source dataset
uspto-grants-2014_10
Patent number
US08865725B2

Reaction notes

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