Isopropyl iodide → HCID 86728324, compound

HRID 2171344Notes

Reaction equation

HRID 2171344 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[NH:11][C@@H:10]([CH3:12])[CH2:9][N:5]2[C:6](=[O:8])[N:7]=1.I[CH:14]([CH3:16])[CH3:15].C([O-])([O-])=O.[Cs+].[Cs+]>C(#N)C>[Cl:1][C:2]1[CH:3]=[C:4]2[N:11]([CH:14]([CH3:16])[CH3:15])[C@@H:10]([CH3:12])[CH2:9][N:5]2[C:6](=[O:8])[N:7]=1

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 10796Cesium carbonateHCID 136341369HCID 136341369, compound

Product 1

HCID 86728324HCID 86728324, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
90 °C

Procedure

To a mixture of (S)-7-chloro-2-methyl-2,3-dihydroimidazo[1,2-c]pyrimidin-5(1H)-one (50 mg, 0.27 mmol) and 2-iodopropane (68.7 mg, 0.404 mmol) in acetonitrile (1 mL) was added Cs2CO3 (176 mg, 0.539 mmol). The reaction mixture was stirred at 90° C. for 1 h, then cooled to room temperature, filtered and concentrated to give the residue as a brown solid. The crude was used into next step without purification.

Workup

  1. temperaturecooled to room temperature
  2. filtrationfiltered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-389f85c651304eb88e28aee9e0e435db
Source dataset
uspto-grants-2015_06
Patent number
US09051325B2

Reaction notes

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