Hydrochloric Acid → (1-(4-Methylpyridin-2-yl)-pyrrolidin-3-yl)guanidine dihydrochloride

HRID 1059896Notes

Reaction equation

HRID 1059896 reaction equation
C(OC([NH:8][C:9]([NH:23]C(OC(C)(C)C)=O)=[N:10][CH:11]1[CH2:15][CH2:14][N:13]([C:16]2[CH:21]=[C:20]([CH3:22])[CH:19]=[CH:18][N:17]=2)[CH2:12]1)=O)(C)(C)C.[ClH:31]>ClCCl.O1CCOCC1>[ClH:31].[ClH:31].[CH3:22][C:20]1[CH:19]=[CH:18][N:17]=[C:16]([N:13]2[CH2:14][CH2:15][CH:11]([NH:10][C:9]([NH2:23])=[NH:8])[CH2:12]2)[CH:21]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 18667639HCID 18667639, compound

Product 1

HCID 178428560(1-(4-Methylpyridin-2-yl)-pyrrolidin-3-yl)guanidine dihydrochloride

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of N,N′-bis(tert-butoxycarbonyl)-N″-(1-(4-methylpyridin-2-yl)pyrrolidin-3-yl)guanidine (210 mg) in dichloromethane (4 ml) was added a solution of hydrogen chloride in 1,4-dioxane (4N, 4 ml), and the mixture was stirred at ambient temperature for 24 hours. The solvent was evaporated under reduced pressure. To the residue was added 10% methanol in ethyl acetate (50 ml). The resultant precipitate was collected by filtration and dried under reduced pressure to give (1-(4-methylpyridin-2-yl)-pyrrolidin-3-yl)guanidine dihydrochloride (140 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additionTo the residue was added 10% methanol in ethyl acetate (50 ml)
  3. filtrationThe resultant precipitate was collected by filtration
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-0fd5ad7f597245f1a977210512d138c6
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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