Potassium Carbonate → HCID 14499847, compound

HRID 2073807Notes

Reaction equation

HRID 2073807 reaction equation
[CH3:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([NH:23][C:24]([NH:26]C(=O)C2C=CC=CC=2)=[S:25])[C:3]=1[CH2:4][NH:5][C:6]1[C:7]2[N:8]([C:12]([CH2:16][C:17]#[CH:18])=[C:13]([CH3:15])[N:14]=2)[CH:9]=[CH:10][CH:11]=1.C(=O)([O-])[O-].[K+].[K+]>CO.O1CCCC1.O>[CH3:1][C:2]1[CH:22]=[CH:21][CH:20]=[C:19]([NH:23][C:24]([NH2:26])=[S:25])[C:3]=1[CH2:4][NH:5][C:6]1[C:7]2[N:8]([C:12]([CH2:16][C:17]#[CH:18])=[C:13]([CH3:15])[N:14]=2)[CH:9]=[CH:10][CH:11]=1

Participants

6

Reactant 2

HCID 11430Potassium CarbonateHCID 14499842HCID 14499842, compound

Product 1

HCID 14499847HCID 14499847, compoundYield 78.5%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 8-[2-methyl-6-(3-benzoylthioureido)benzylamino]-3-(2propynyl)-2-methylimidazo[1,2-a]pyridine (0.59 g) in methanol (5.9 ml) and tetrahydrofuran (5.9 ml) was added a solution of potassium carbonate (0.174 g) in water (5 ml) and the mixture was stirred for 2 hours at room temperature. The solvent was removed under reduced pressure and the residue was dispersed into a mixture of water and chloroform. The chloroform layer was separated and washed with water and dried over magnesium sulfate. The residual oil was triturated with diethyl ether to give 8-(2-methyl-6-thioureidobenzylamino)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyridine (0.36 g).

Workup

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue was dispersed into a mixture of water and chloroform
  3. customThe chloroform layer was separated
  4. washwashed with water
  5. dry with materialdried over magnesium sulfate
  6. customThe residual oil was triturated with diethyl ether

Sources & evidence

ORD record
ord-a08627ede117406c82fb0f10e525ec0e
Source dataset
uspto-grants-1990_04
Patent number
US04920129

Reaction notes

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