Water → HCID 14463967, compound

HRID 712816Notes

Reaction equation

HRID 712816 reaction equation
[C:1]([C@H:5]1[N:9]([CH3:10])[C:8](=[O:11])[C@:7]([CH2:13][CH2:14][CH2:15][CH2:16]Cl)([CH3:12])[NH:6]1)([CH3:4])([CH3:3])[CH3:2].C([O-])([O-])=O.[Na+].[Na+].[Na+].[I-].O>CC#N>[C:1]([CH:5]1[N:6]2[CH2:16][CH2:15][CH2:14][CH2:13][C:7]2([CH3:12])[C:8](=[O:11])[N:9]1[CH3:10])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 5238Sodium IodideHCID 10340Sodium CarbonateHCID 89370033HCID 89370033, compound

Product 1

HCID 14463967HCID 14463967, compoundYield 83.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of (2R,5R)-2-(tert-butyl)-5-(4-chlorobutyl)-3,5-dimethylimidazolidin-4-one (D45) (310 mg, 1.18 mmol) in dry MeCN (4 ml), anhydrous Na2CO3 (63 mg, 0.6 mmol) and NaI (178 mg, 1.18 mmol) were added sequentially. The solution was heated at 80° C. for 12 hrs. The reaction was allowed to cool at RT, poured into water (10 ml) and extracted with Et2O (3×10 ml). The organic phases were collected, washed with NaCl sat sol, dried over Na2SO4 and evaporated in vacuo to afford the title compound (D46) (220 mg)

Workup

  1. temperatureto cool at RT
  2. extractionextracted with Et2O (3×10 ml)
  3. customThe organic phases were collected
  4. washwashed with NaCl
  5. dry with materialdried over Na2SO4
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-575ebe21fe984b91b2cd48cf8a1e0f20
Source dataset
uspto-grants-2015_11
Patent number
US09181279B2

Reaction notes

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