Hydrochloric Acid → HCID 21993798, compound

HRID 1978442Notes

Reaction equation

HRID 1978442 reaction equation
[CH3:1][N:2]([CH2:17][CH:18]1[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]1)[C:3]([C:5]1[S:15][C:14]2[N:16]3[C:7](=[CH:8][N:9]=[C:10]3[CH:11]=[CH:12][CH:13]=2)[CH:6]=1)=[O:4].[ClH:31]>C(O)C>[ClH:31].[ClH:31].[CH3:1][N:2]([CH2:17][CH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1)[C:3]([C:5]1[S:15][C:14]2[N:16]3[C:7](=[CH:8][N:9]=[C:10]3[CH:11]=[CH:12][CH:13]=2)[CH:6]=1)=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21994106HCID 21994106, compound

Product 1

HCID 21993798HCID 21993798, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 0.7716 g (1.8 mM) of N-methyl-N-(1-tert-butoxycarbonylpiperidin-4-ylmethyl)-5-thia-1,8b-diazaacenaphthylene-4-carboxamide in ethanol (5 ml) was added 0.8 ml (9.6 mM) of 12N-hydrochloric acid at room temperature and the mixture was stirred for 18 hours. The solvent was then distilled off under reduced pressure, and 2 ml (24 mM) of 12N-hydrochloric acid was added to the residue. The mixture was stirred for 5 minutes, after which ethanol was added and the solvent was distilled off under reduced pressure. To the residue was further added ethanol and the ethanol, was distilled off under reduced pressure. The resulting crystals were collected by filtration and rinsed serially with ethanol, acetone, and diethyl ether to provide the title compound.

Workup

  1. distillationThe solvent was then distilled off under reduced pressure, and 2 ml (24 mM) of 12N-hydrochloric acid
  2. additionwas added to the residue
  3. stirringThe mixture was stirred for 5 minutes
  4. additionafter which ethanol was added
  5. distillationthe solvent was distilled off under reduced pressure
  6. distillationthe ethanol, was distilled off under reduced pressure
  7. filtrationThe resulting crystals were collected by filtration
  8. washrinsed serially with ethanol, acetone, and diethyl ether

Sources & evidence

ORD record
ord-b878caf61ef84031a5997b98412f6907
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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