Hydrochloric Acid → HCID 178428621, compound

HRID 1059958Notes

Reaction equation

HRID 1059958 reaction equation
C(OC([NH:8][C:9]([NH:25]C(OC(C)(C)C)=O)=[N:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][C:18]2[CH:23]=[C:22]([CH3:24])[CH:21]=[CH:20][N:19]=2)[CH:12]=1)=O)(C)(C)C.[ClH:33]>ClCCl.C(O)C.O1CCOCC1>[ClH:33].[ClH:33].[CH3:24][C:22]1[CH:21]=[CH:20][N:19]=[C:18]([O:17][C:13]2[CH:12]=[C:11]([NH:10][C:9]([NH2:25])=[NH:8])[CH:16]=[CH:15][CH:14]=2)[CH:23]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 135710942HCID 135710942, compound

Product 1

HCID 178428621HCID 178428621, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of N,N′-bis(tert-butoxycarbonyl)-N″-(3-(4-methylpyridin-2-yloxy)phenyl)guanidine (0.2 g) in dichloromethane (2 ml) and ethanol (2 ml) was added a solution of hydrogen chloride in 1,4-dioxane (4N, 4 ml), and the mixture was stirred at room temperature for 7 hours. The solvent was evaporated under reduced pressure. To the residue was added 20% ethanol in ethyl acetate (20 ml), and the resultant precipitate was collected by filtration and dried under reduced pressure to give (3-(4-methylpyridin-2-yloxy)-phenyl)guanidine dihydrochloride (125 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additionTo the residue was added 20% ethanol in ethyl acetate (20 ml)
  3. filtrationthe resultant precipitate was collected by filtration
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-fecc4e97a50e4550a1e5f075f0f3e7fe
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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