Cesium carbonate → 2-anilino-5,6,8,9,10,11-hexahydro-7H-[1,4]diazepino[1',2':1,5]pyrazolo[4,3-h]quinazolin-7-one

HRID 44625Notes

Reaction equation

HRID 44625 reaction equation
Cl.[NH2:2][CH2:3][CH2:4][CH2:5][N:6]1[C:25]([C:26]([O:28]CC)=O)=[C:9]2[CH2:10][CH2:11][C:12]3[CH:13]=[N:14][C:15]([NH:18][C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[N:16][C:17]=3[C:8]2=[N:7]1.C(=O)([O-])[O-].[Cs+].[Cs+]>CO>[NH:18]([C:15]1[N:14]=[CH:13][C:12]2[CH2:11][CH2:10][C:9]3=[C:25]4[C:26](=[O:28])[NH:2][CH2:3][CH2:4][CH2:5][N:6]4[N:7]=[C:8]3[C:17]=2[N:16]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 10796Cesium carbonateHCID 68937619HCID 68937619, compound

Product 1

HCID 575317242-anilino-5,6,8,9,10,11-hexahydro-7H-[1,4]diazepino[1',2':1,5]pyrazolo[4,3-h]quinazolin-7-oneYield 70%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

185 mg (0.43 mmol) of ethyl 2-(3-aminopropyl)-8-anilino-4,5-dihydro-2H-pyrazolo[4,3-h]quinazoline-3-carboxylate hydrochloride were dissolved in 10 mL of methanol and 400 mg of cesium carbonate were added. After 3 hours under stirring at room temperature the solvent was removed at reduced pressure. Water was then added to the residue and the solid collected by filtration and washed with water and acetone to give 100 mg (70% yield) of the title compound.

Workup

  1. customwas removed at reduced pressure
  2. additionWater was then added to the residue
  3. filtrationthe solid collected by filtration
  4. washwashed with water and acetone

Sources & evidence

ORD record
ord-124ce9242e7c453e8350ee224fcc6304
Source dataset
uspto-grants-2013_09
Patent number
US08541429B2

Reaction notes

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