Hydrochloric Acid → [(1R)-1-(2,5-Difluorobenzyl)-2-[1,2,4]triazolo[3,4-a]isoquinolin-3-ylethyl]amine, dihydrochloride

HRID 1863958Notes

Reaction equation

HRID 1863958 reaction equation
C(OC(=O)[NH:7][C@H:8]([CH2:23][C:24]1[CH:29]=[C:28]([F:30])[CH:27]=[CH:26][C:25]=1[F:31])[CH2:9][C:10]1[N:14]2[CH:15]=[CH:16][C:17]3[C:22]([C:13]2=[N:12][N:11]=1)=[CH:21][CH:20]=[CH:19][CH:18]=3)(C)(C)C.[ClH:33]>O1CCOCC1>[ClH:33].[ClH:33].[F:31][C:25]1[CH:26]=[CH:27][C:28]([F:30])=[CH:29][C:24]=1[CH2:23][C@@H:8]([NH2:7])[CH2:9][C:10]1[N:14]2[CH:15]=[CH:16][C:17]3[C:22]([C:13]2=[N:12][N:11]=1)=[CH:21][CH:20]=[CH:19][CH:18]=3

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90963610Tert-butyl[(1r)-1-(2,5-difluorobenzyl)-2-[1,2,4]triazolo[3,4-a]isoquinolin-3-ylethyl]carbamate

Product 1

HCID 131727792[(1R)-1-(2,5-Difluorobenzyl)-2-[1,2,4]triazolo[3,4-a]isoquinolin-3-ylethyl]amine, dihydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 43.9 mg (0.1 mmol) of tert-butyl[(1R)-1-(2,5-difluorobenzyl)-2-[1,2,4]triazolo[3,4-a]isoquinolin-3-ylethyl]carbamate and 2 mL of 4M HCl in anhydrous dioxane was stirred at room temperature in a stoppered flask. After 2 h, the solvent was evaporated, and the residue was stirred with diethyl ether. The solid was collected on a filter, washed with diethyl ether, and dried to give the title compound as an off-white powder. LC-MS 339 (M+1).

Workup

  1. customthe solvent was evaporated
  2. stirringthe residue was stirred with diethyl ether
  3. customThe solid was collected on a filter
  4. washwashed with diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-fa52a59c54de472a9178fdc311efa354
Source dataset
uspto-grants-2009_12
Patent number
US07625888B2

Reaction notes

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