Hydrochloric Acid → HCID 178432666, compound

HRID 2388001Notes

Reaction equation

HRID 2388001 reaction equation
[CH3:1][C:2]1[C:7]([NH:8]/[C:9](/[NH:18]C(=O)OC(C)(C)C)=[N:10]/C(=O)OC(C)(C)C)=[CH:6][C:5]([CH:26]2[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][C:27]2([CH3:34])[CH3:33])=[CH:4][N:3]=1.Cl>C(Cl)Cl>[CH3:1][C:2]1[C:7]([NH:8][C:9]([NH2:18])=[NH:10])=[CH:6][C:5]([CH:26]2[CH2:31][CH2:30][N:29]([CH3:32])[CH2:28][C:27]2([CH3:34])[CH3:33])=[CH:4][N:3]=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-7b8312b11183425d8ce25cab418043ab
Source dataset
uspto-grants-2012_09
Patent number
US08268992B2

Reaction notes

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