Hydrochloric Acid → (R)-5-(Pyrrolidin-3-yl)-2H-tetrazole
Reaction equation
C(OC([N:8]1[CH2:12][CH2:11][C@@H:10]([C:13]2[N:14]=[N:15][NH:16][N:17]=2)[CH2:9]1)=O)(C)(C)C.Cl.O1CCOCC1>CO>[NH:8]1[CH2:12][CH2:11][C@@H:10]([C:13]2[N:14]=[N:15][NH:16][N:17]=2)[CH2:9]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
(R)-3-(2H-Tetrazol-5-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester (600 mg, 2.51 mmol) was dissolved in methanol (20 mL), 4M HCl in dioxane (1.13 ml, 4.52 mmol) was then added dropwise. The solution was stirred overnight. The reaction was concentrated in vacuo. The residue was purified by reverse phase HPLC to afford (R)-5-pyrrolidin-3-yl-2H-tetrazole (220 mg, 1.58 mmol, 63%) as a white solid.
Workup
- concentrationThe reaction was concentrated in vacuo
- customThe residue was purified by reverse phase HPLC
Sources & evidence
- ORD record
- ord-69d661ae2896405fbf64328ef0f9f503
- Source dataset
- uspto-grants-2013_10
- Patent number
- US08552205B2
Reaction notes
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