Hydrochloric Acid → N-((2-aminothiazol-4-yl)methyl)-N,3-dimethylpyrazine-2-carboxamide

HRID 1685027Notes

Reaction equation

HRID 1685027 reaction equation
[CH3:1][N:2]([CH2:12][C:13]1[N:14]=[C:15]([NH:18]C(=O)OC(C)(C)C)[S:16][CH:17]=1)[C:3]([C:5]1[C:6]([CH3:11])=[N:7][CH:8]=[CH:9][N:10]=1)=[O:4].Cl>O1CCOCC1>[NH2:18][C:15]1[S:16][CH:17]=[C:13]([CH2:12][N:2]([CH3:1])[C:3]([C:5]2[C:6]([CH3:11])=[N:7][CH:8]=[CH:9][N:10]=2)=[O:4])[N:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86661290tert-butyl 4-((N,2-dimethylpyrazine-3-carboxamido)methyl)thiazol-2-ylcarbamate

Product 1

HCID 86661291N-((2-aminothiazol-4-yl)methyl)-N,3-dimethylpyrazine-2-carboxamideYield 116%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of tert-butyl 4-((N,2-dimethylpyrazine-3-carboxamido)methyl)thiazol-2-ylcarbamate (1.30 g, 3.6 mmol) in dioxane (10 mL) was treated with 4N HCl in dioxane (10 mL) for 2 hours. The resulting suspension was concentrated in vacuo to afford N-((2-aminothiazol-4-yl)methyl)-N,3-dimethylpyrazine-2-carboxamide (1.10 g).

Workup

  1. concentrationThe resulting suspension was concentrated in vacuo

Sources & evidence

ORD record
ord-efeaeaa8f8724cb0adcfc45b28ebe939
Source dataset
uspto-grants-2012_04
Patent number
US08148380B2

Reaction notes

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