Hydrochloric Acid → (2-Chloro-5-(4-methoxypyridin-2-yl)phenyl)guanidine dihydrochloride

HRID 1059969Notes

Reaction equation

HRID 1059969 reaction equation
C(OC([NH:8][C:9]([NH:26]C(OC(C)(C)C)=O)=[N:10][C:11]1[CH:16]=[C:15]([C:17]2[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][N:18]=2)[CH:14]=[CH:13][C:12]=1[Cl:25])=O)(C)(C)C.[ClH:34]>ClCCl.O1CCOCC1>[ClH:25].[ClH:34].[Cl:25][C:12]1[CH:13]=[CH:14][C:15]([C:17]2[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][N:18]=2)=[CH:16][C:11]=1[NH:10][C:9]([NH2:26])=[NH:8]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 135710952N,N'-bis(tert-butoxycarbonyl)-N''-(2-chloro-5-(4-methoxypyridin-2-yl)phenyl)guanidine

Product 1

HCID 178493117(2-Chloro-5-(4-methoxypyridin-2-yl)phenyl)guanidine dihydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of N,N′-bis(tert-butoxycarbonyl)-N″-(2-chloro-5-(4-methoxypyridin-2-yl)phenyl)guanidine (133 mg) in dichloromethane (1 ml) was added a solution of hydrogen chloride in 1,4-dioxane (4N, 3 ml), and the mixture was stirred at room temperature for 24 hours. The solvent was evaporated under reduced pressure. To the residue was added 5% ethanol in ethyl acetate (100 ml), and the resultant precipitate was collected by filtration and dried under reduced pressure to give (2-chloro-5-(4-methoxypyridin-2-yl)phenyl)guanidine dihydrochloride (83 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additionTo the residue was added 5% ethanol in ethyl acetate (100 ml)
  3. filtrationthe resultant precipitate was collected by filtration
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-dfff0e1039e146278ae2bce1a0cc217f
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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