(S)-2-amino-butanamide hydrochloride.......... Key intermediate of Levetiracetam

(S)-2-amino-butanamide hydrochloride 

Key intermediate of Levetiracetam

• CAS Number 7682-20-4
    
 

• Linear Formula CH₃CH₂CH(NH₂)CONH₂ · HCl
   
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Stage B

(S)-2-aminobutyramide hydrochloride Preparation

Into the above (S)-2-aminobutyric acid methyl ester hydrochloride is added Isopropanol is then added, followed by the introduction of ammonia gas at a pressure about 60 psi (413 kPa) until the reaction is complete. After filtering to remove formed ammonium chloride, the solvent is partially evaporated and isopropanol hydrochloride is added. The mixture is stirred while solid product forms, then the solid is separated by filtration and washed with isopropanol.

The product was characterized by the following ¹H NMR data (200 MHz, DMSO-d₆): 0.9-1.0(t,3H), 1.8-1.9(Q,2H), 3.7-3.8(t, 1H), 7.5-7.7(Br,NH₂), 8.0-8.2(Br,NH₂)

1H NMR PREDICT

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13C NMR PREDICT

P.S. : The views expressed are my personal and in no-way suggest the views of the professional body or the company that I represent.

P.S. : The views expressed are my personal and in no-way suggest the views of the professional body or the company that I represent.

P.S. : The views expressed are my personal and in no-way suggest the views of the professional body or the company that I represent.

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KALININGRAD RUSSIA

Brandenburg Gate. Kaliningrad ...

Methyl (S)-aminobutyrate hydrochloride.....Levetiracetam intermediate

• (s)-2-aminobutyric Acid Methyl Ester     
• CAS No.: 15399-22-1

PATENT

http://www.google.im/patents/WO2003014080A2?cl=en

(S)-amino butyric acid

Step 1 - Synthesis of methyl (S)-aminobutyrate hydrochloride

.................................(23) .............................................................(24)

5.0g of (S)-amino butyric acid (23) was suspended in 50 ml of methanol and stirred at 0-5°C. 6.35g of thionyl chloride was added dropwise over 45 min to form a clear solution. After stirring for 20 hours at room temperature, the reaction was concentrated under reduced pressure to dryness and the almost colourless residue solidified to give the required product which was dried in an oven at 50°C under vacuum (7.6g; 102% crude yield). The same reaction was scaled-up from 200g of the amino acid and provided 296g (99.5% yield) of product (24). Analysis gave the following results: 

1H NMR (DMSO-de) : d 0.94 (3H, t) 1.88 (2H, q) 3.75 (3H, s) 3,9 (1H, m) 8,8

(3H, m). m.p. : 107°C-110°C IR : 2876 cm ¹, 1742 cm ¹.

TLC : Si0₂, 20%MeOH/80%EtOAc/ l%NH OH, UV & IR. (TLC is an abbreviation for thin layer chromatography).

1H NMR PREDICT

13C PREDICT

P.S. : The views expressed are my personal and in no-way suggest the views of the professional body or the company that I represent.

P.S. : The views expressed are my personal and in no-way suggest the views of the professional body or the company that I represent.

P.S. : The views expressed are my personal and in no-way suggest the views of the professional body or the company that I represent.

COCK WILL TEACH YOU NMR

COCK SAYS MOM CAN TEACH YOU NMR

DRUG APPROVALS BY DR ANTHONY MELVIN CRASTO .....FOR BLOG HOME CLICK HERE

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