Potassium Carbonate → HCID 58504449, compound

HRID 2367266Notes

Reaction equation

HRID 2367266 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[C:4]([NH2:9])[N:3]=1.C([O-])([O-])=O.[K+].[K+].[CH3:16][NH:17][C@H:18]([CH3:26])[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>CC#N>[Cl:8][C:6]1[N:5]=[C:4]([NH2:9])[N:3]=[C:2]([N:17]([CH3:16])[C@H:18]([CH3:26])[CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 36604LevmetamfetamineHCID 655222-Amino-4,6-dichloropyrimidine

Product 1

HCID 58504449HCID 58504449, compoundYield 53.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
140 °C

Procedure

To a suspension of 4,6-dichloro-2-pyrimidinamine (1.0 g, 6.10 mmol) and K2CO3 (1.69 g, 12.2 mmol) in CH3CN (6.0 mL) was added (2R)—N-methyl-1-phenyl-2-propanamine (1.09 g, 7.32 mmol), and the reaction mixture was heated at 140° C. under microwave conditions with stirring for 2 hours. The mixture was filtered and washed by EtOAc (50 mL). The solution was concentrated, and the resulting residue was purified by reversed phase chromatography using CH3CN in water from 45% to 55% (0.5% ammonium hydrogen carbonate in water) to afford the title compound (910 mg) as a white solid. LC-MS (ES) m/z=277 [M+H]+.

Workup

  1. filtrationThe mixture was filtered
  2. washwashed by EtOAc (50 mL)
  3. concentrationThe solution was concentrated
  4. customthe resulting residue was purified by reversed phase chromatography

Sources & evidence

ORD record
ord-ae67660ee8ae4cb08439c91524e88942
Source dataset
uspto-grants-2014_04
Patent number
US08697685B2

Reaction notes

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