Hydrochloric Acid → HCID 21190260, compound

HRID 619490Notes

Reaction equation

HRID 619490 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][N:15]2[C:23]3[N:18]4[C:19](=[N:24][C:25]([CH3:26])=[C:17]4[C:16]2=[O:27])[CH:20]=[CH:21][CH:22]=3)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>CO>[NH:8]1[CH2:13][CH2:12][CH:11]([CH2:14][N:15]2[C:23]3[N:18]4[C:19](=[N:24][C:25]([CH3:26])=[C:17]4[C:16]2=[O:27])[CH:20]=[CH:21][CH:22]=3)[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21190120HCID 21190120, compound

Product 1

HCID 21190260HCID 21190260, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3.65 g (9.85 mmol) of 1-[1-(tert-butoxycarbonyl)piperidin-4-ylmethyl]-1,2-dihydro-3-methyl-1,4,7b-triazacyclopent[cd]inden-2-one in 30 ml of methanol was added 15 ml of conc. HCl. The mixture was stirred for 1.5 hours at room temperature. The solvent was distilled off. To the residue was added chloroform and 2N agueous solution of sodium hydroxide to make alkaline. The mixture was extracted with chloroform. The extract was dried over anhydrous magnesium sulfate. The solvent was distilled off to give 2.316 g of the desired compound (86.9%, pale yellow solid). This product was used in the subsequent reaction without further purification.

Workup

  1. distillationThe solvent was distilled off
  2. additionTo the residue was added chloroform and 2N agueous solution of sodium hydroxide
  3. extractionThe mixture was extracted with chloroform
  4. dry with materialThe extract was dried over anhydrous magnesium sulfate
  5. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-2906667c7b7c40a985e72b8b7df53309
Source dataset
uspto-grants-1999_09
Patent number
US05958942

Reaction notes

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