Hydrochloric Acid → (S)-2-sec-Butylamino-6-(2H-tetrazol-5-yl)-isonicotinic acid

HRID 732446Notes

Reaction equation

HRID 732446 reaction equation
C[O:2][C:3](=[O:20])[C:4]1[CH:9]=[C:8]([C:10]2[N:11]=[N:12][NH:13][N:14]=2)[N:7]=[C:6]([NH:15][C@H:16]([CH2:18][CH3:19])[CH3:17])[CH:5]=1.[OH-].[Na+].Cl>CO>[C@@H:16]([NH:15][C:6]1[CH:5]=[C:4]([CH:9]=[C:8]([C:10]2[N:11]=[N:12][NH:13][N:14]=2)[N:7]=1)[C:3]([OH:20])=[O:2])([CH2:18][CH3:19])[CH3:17]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 68815560(S)-2-sec-Butylamino-6-(2H-tetrazol-5-yl)-isonicotinic acid methyl ester

Product 1

HCID 68817973(S)-2-sec-Butylamino-6-(2H-tetrazol-5-yl)-isonicotinic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Treat a solution of (S)-2-sec-butylamino-6-(2H-tetrazol-5-yl)-isonicotinic acid methyl ester (250 mg, 0.91 mmol) in methanol (4 mL)at room temperature with 2 N NaOH (1.36 mL, 2.72 mmol). Stir overnight, acidify with 1 N HCl to about pH=3, concentrate and lyophilize to give the title compound.

Workup

  1. concentrationconcentrate

Sources & evidence

ORD record
ord-8d77d2520517452db7cb75bb5c41fe38
Source dataset
uspto-grants-2009_09
Patent number
US07585885B2

Reaction notes

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