Potassium Carbonate → N-cyclohexyl-N-methyl-4-(2-oxo-3-methylene-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-7-yl)oxybutanamide

HRID 652002Notes

Reaction equation

HRID 652002 reaction equation
Cl.[CH:2]1([N:8]([CH3:30])[C:9](=[O:29])[CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:15]=[C:16]3[C:21](=[CH:22][CH:23]=2)[N:20]=[C:19]2[NH:24][C:25](=[O:28])[C:26](=[CH2:27])[N:18]2[CH2:17]3)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+]>CCOCC>[CH:2]1([N:8]([CH3:30])[C:9](=[O:29])[CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:15]=[C:16]3[C:21](=[CH:22][CH:23]=2)[N:20]=[C:19]2[NH:24][C:25](=[O:28])[C:26](=[CH2:27])[N:18]2[CH2:17]3)[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 135626310N-cyclohexyl-N-methyl-4-(2-oxo-3-methylene-1,2,3,5-tetrahydroimidazo[2,1-b]-quinazolin-7-yl)oxybutanamide hydrochloride

Product 1

HCID 135626217N-cyclohexyl-N-methyl-4-(2-oxo-3-methylene-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-7-yl)oxybutanamide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1.0 g of N-cyclohexyl-N-methyl-4-(2-oxo-3-methylene-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-7-yl)oxybutanamide HCl suspended in 50 ml of ether is stirred with a twofold stoichiometric excess of dilute aqueous potassium carbonate solution until the salt is completely dissolved. The organic layer is then separated, washed twice with water, dried over magnesium sulfate and evaporated to yield N-cyclohexyl-N-methyl-4-(2-oxo-3-methylene-1,2,3,5-tetrahydroimidazo[2,1-b]quinazolin-7-yl)oxybutanamide as the free base.

Workup

  1. dissolutionis completely dissolved
  2. customThe organic layer is then separated
  3. washwashed twice with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-5723509839094c989fb5f9fa1e6e2d8e
Source dataset
uspto-grants-1987_06
Patent number
US04670434

Reaction notes

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