Hydrochloric Acid → HCID 15718250, compound

HRID 2107964Notes

Reaction equation

HRID 2107964 reaction equation
[CH3:1][C:2]1[NH:3][C:4]([CH3:42])=[C:5]([C:38]([O:40][CH3:41])=[O:39])[CH:6]([C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([N+:35]([O-:37])=[O:36])[CH:30]=2)[C:7]=1[C:8]([O:10][CH2:11][C:12]([CH3:28])([CH3:27])[CH2:13][N:14]1[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]1)=[O:9].Cl.C(OC(C)C)(C)C>C(O)C>[CH3:1][C:2]1[NH:3][C:4]([CH3:42])=[C:5]([C:38]([O:40][CH3:41])=[O:39])[CH:6]([C:29]2[CH:34]=[CH:33][CH:32]=[C:31]([N+:35]([O-:37])=[O:36])[CH:30]=2)[C:7]=1[C:8]([O:10][CH2:11][C:12]([CH3:27])([CH3:28])[CH2:13][N:14]1[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]1)=[O:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 7914Diisopropyl EtherHCID 15718252HCID 15718252, compound

Product 1

HCID 15718250HCID 15718250, compoundYield 43.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

9.7 g of 3-[4-(tert-butyloxycarbonyl)-1-piperazinyl]-2,2-dimethylpropyl methyl 2,6-dimethyl-4-(m-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate was dissolved in ethanol and 50 ml of an ethanol solution of 9.9N hydrogen chloride was added under cooling with ice. After stirring the mixed solution for 1 hour under cooling with ice, isopropyl ether was added. The solid which separated was collected by filtration, dissolved in saturated aqueous sodium bicarbonate and extracted with ethyl acetate. The solvent was evaporated under reduced pressure and acetone was added to the residue. The crystal which separated was collected by filtration to give 3.5 g of the subject compound (yield: 43%). The IR and NMR data of the compound thus obtained are as follows: ##STR63##

Workup

  1. temperatureunder cooling with ice
  2. additionwas added
  3. customThe solid which separated
  4. filtrationwas collected by filtration
  5. dissolutiondissolved in saturated aqueous sodium bicarbonate
  6. extractionextracted with ethyl acetate
  7. customThe solvent was evaporated under reduced pressure and acetone
  8. additionwas added to the residue
  9. customThe crystal which separated
  10. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-b9f75d1162e44bf1ba443201af1093f6
Source dataset
uspto-grants-1990_06
Patent number
US04937242

Reaction notes

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