2-Aminopyrimidine → HCID 89778638, compound

HRID 623299Notes

Reaction equation

HRID 623299 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]Cl)=[CH:4][N:3]=1.[NH2:10][C:11]1[N:16]=[CH:15][CH:14]=[CH:13][N:12]=1>CN(C=O)C>[ClH:1].[Cl:1][C:2]1[N:3]=[CH:4][C:5]([CH2:8][N:16]2[CH:15]=[CH:14][CH:13]=[N:12][C:11]2=[NH:10])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 79782-AminopyrimidineHCID 1554792-Chloro-5-(chloromethyl)pyridine

Product 1

HCID 89778638HCID 89778638, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

300 mg (1.86 mmol) of 2-chloro-5-chloromethyl pyridine was dissolved in 6 ml of anhydrous DMF, 118 mg (1.24 mmol) of 2-aminopyrimidine was added thereto, and the resulting mixture was stirred at 80° C. for 8 hours. After the reaction was completed, the reaction solution was returned to room temperature to distill off DMF under reduced pressure. Diethyl ether was added thereto, and thus crystallization was occurred on the wall surface of an eggplant flask. Diethyl ether was removed by decantation and dried well to obtain 1-((6-chloropyridin-3-yl)methyl)pyrimidin-2(1H)-imine hydrochloride. Amount obtained 107 mg (yield 34%)

Workup

  1. customwas returned to room temperature
  2. distillationto distill off DMF under reduced pressure
  3. additionDiethyl ether was added
  4. customthus crystallization
  5. customwas occurred on the wall surface of an eggplant flask
  6. customDiethyl ether was removed by decantation
  7. customdried well

Sources & evidence

ORD record
ord-af4cb05f4ccf4c029efb5271f7ccee41
Source dataset
uspto-grants-2016_04
Patent number
US09301525B2

Reaction notes

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