Potassium Carbonate → HCID 20191694, compound

HRID 365139Notes

Reaction equation

HRID 365139 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH:7]2[C:13]3=[CH:14][CH:15]=[CH:16][N:12]3[CH2:11][C:10]3[CH:17]=[CH:18][CH:19]=[CH:20][C:9]=3[O:8]2)[CH2:3][CH2:2]1.Cl[CH2:22][CH2:23][N:24]1[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=2[NH:26][C:25]1=[O:33].[C:34]([O-])([O-:36])=[O:35].[K+].[K+]>CN(C=O)C>[C:25]([OH:33])(=[O:8])[C:34]([OH:36])=[O:35].[O:33]=[C:25]1[N:24]([CH2:23][CH2:22][N:1]2[CH2:2][CH2:3][CH:4]([CH:7]3[C:13]4=[CH:14][CH:15]=[CH:16][N:12]4[CH2:11][C:10]4[CH:17]=[CH:18][CH:19]=[CH:20][C:9]=4[O:8]3)[CH2:5][CH2:6]2)[C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=2[NH:26]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 36534711-(2-Chloroethyl)-1,3-dihydro-2H-benzimidazol-2-oneHCID 1368935811-(piperdin-4-yl)-5H,11H-pyrrolo[2,1-c][1,4]benzoxazepine

Product 1

HCID 20191694HCID 20191694, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

To 50 ml DMF, were added 11-(piperidin-4-yl)-5H,11H-pyrrolo[2,1-c][1,4]benzoxazepine (4.0 g, 0.015 mole), 1-(2-chloroethyl)-1,3-dihydro-2H-benzimidazol-2-one (3.9 g, 0.02 mole), milled K2CO3 (20 g, 0.15 mole) and KI (0.01 g). After stirring at 80° C. for three hours, the mixture was cooled, filtered and evaporated to an oil, which was stirred with water and extracted with ethyl acetate. The ethyl acetate layer was washed twice with water and dried (saturated NaCl, anhydrous MgSO4).

Workup

  1. temperaturethe mixture was cooled
  2. filtrationfiltered
  3. customevaporated to an oil, which
  4. stirringwas stirred with water
  5. extractionextracted with ethyl acetate
  6. washThe ethyl acetate layer was washed twice with water
  7. dry with materialdried (saturated NaCl, anhydrous MgSO4)

Sources & evidence

ORD record
ord-4a8f74495f734fa8a7258cd51ebc6938
Source dataset
uspto-grants-1986_08
Patent number
US04608374

Reaction notes

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