Hydrochloric Acid → HCID 178432666, compound

HRID 1892200Notes

Reaction equation

HRID 1892200 reaction equation
C(OC(=O)[NH:7]/[C:8](/[NH:17][C:18]1[C:19]([CH3:33])=[N:20][CH:21]=[C:22]([CH:24]2[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][C:25]2([CH3:32])[CH3:31])[CH:23]=1)=[N:9]\C(=O)OC(C)(C)C)(C)(C)C.Cl>C(Cl)Cl>[CH3:33][C:19]1[C:18]([NH:17][C:8]([NH2:9])=[NH:7])=[CH:23][C:22]([CH:24]2[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][C:25]2([CH3:32])[CH3:31])=[CH:21][N:20]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 178432665HCID 178432665, compound

Product 1

HCID 178432666HCID 178432666, compoundYield 170.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of di-tert-butyl((Z)-{[2-methyl-5-(1,3,3-trimethylpiperidin-4-yl)pyridine-3-yl]amino}methylylidene)biscarbamate (0.78 g, 1.60 mmol) in DCM (10 mL) was added hydrochloric acid (4.0 M in 1,4-dioxane, 20 mL). The reaction mixture was allowed to stir at rt overnight. The reaction mixture was concentrated to give the hydrochloride salt of N-[2-methyl-5-(1,3,3-trimethylpiperidin-4-yl)pyridine-3-yl]guanidine (750 mg, 110%) as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-0d1f30286e9e4a709097634bc90d189b
Source dataset
uspto-grants-2013_08
Patent number
US08507667B2

Reaction notes

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