(S)-Methyl pyrrolidine-3-carboxylate hydrochloride

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(S)-Methyl pyrrolidine-3-carboxylate hydrochloride Basic information
Product Name:(S)-Methyl pyrrolidine-3-carboxylate hydrochloride
Synonyms:Methyl (3S)-3-pyrrolidinecarboxylate hydrochloride;methyl (3S)-pyrrolidine-3-carboxylate hydrochloride;(3S)-3-PYRROLIDINECARBOXYLIC ACID METHYL ESTER HCL;S-3-Pyrrolidinecarboxylic acid methyl ester HCL;(S)-Methyl pyrrolidine-3-...;3-Pyrrolidinecarboxylic acid, Methyl ester, hydrochloride, (3S)-;S-3-Pyrrolidinecarboxylic acid Methyl ester hydrochloride;3-Pyrrolidinecarboxylic acid, Methyl ester, hydrochloride (1:1), (3S)-
CAS:1099646-61-3
MF:C6H12ClNO2
MW:165.62
EINECS:
Product Categories:
Mol File:1099646-61-3.mol
(S)-Methyl pyrrolidine-3-carboxylate hydrochloride Structure
(S)-Methyl pyrrolidine-3-carboxylate hydrochloride Chemical Properties
storage temp. Inert atmosphere,Room Temperature
AppearanceWhite to off-white Solid
InChIInChI=1/C6H11NO2.ClH/c1-9-6(8)5-2-3-7-4-5;/h5,7H,2-4H2,1H3;1H/t5-;/s3
InChIKeyVVBSXSVVMNGQIN-USHJBNIQNA-N
SMILESC([C@@H]1CNCC1)(=O)OC.Cl |&1:1,r|
Safety Information
HS Code 2933998090
MSDS Information
(S)-Methyl pyrrolidine-3-carboxylate hydrochloride Usage And Synthesis
Uses(S)-Methyl Pyrrolidine-3-carboxylate Hydrochloride is a reagent involved in the discovery of a new small molecule agonist scaffold for the APJ receptor, which may help treat cardiovascular diseases and other disorders.
Synthesis
Methanol

67-56-1

(3S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic acid

140148-70-5

(S)-METHYL PYRROLIDINE-3-CARBOXYLATE HYDROCHLORIDE

1099646-61-3

The general procedure for the synthesis of methyl S-pyrrolidine-3-carboxylate hydrochloride from methanol and (S)-1-BOC-pyrrolidine-3-carboxylic acid was as follows: to a stirred solution of (3S)-1-{[(1,1-dimethylethyl)oxy]carbonyl}-3-pyrrolidinecarboxylic acid (1.0 g, 4.6 mmol) in methanol (25 mL) was slowly added dropwise, protected by nitrogen and at room temperature, to a stirred solution of Thionyl chloride (1.63 g, 13.7 mmol). The reaction mixture was heated to reflux for 2 hours and subsequently cooled to room temperature. The reaction mixture was concentrated to give 0.766 g (100% yield) of methyl(3S)-3-pyrrolidinecarboxylic acid hydrochloride, initially as an oil, which solidified on standing. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 9.91 (m, 2H), 3.76 (s, 3H), 3.59 (br s, 2H), 3.49 (br s, 2H), 3.28 (br s, 1H), 2.33 (br s, 2H).

References[1] Patent: WO2009/5998, 2009, A1. Location in patent: Page/Page column 252-253
(S)-Methyl pyrrolidine-3-carboxylate hydrochloride Preparation Products And Raw materials
Raw materialsMethanol-->(3S)-1-(tert-Butoxycarbonyl)-3-pyrrolidinecarboxylic acid
Tag:(S)-Methyl pyrrolidine-3-carboxylate hydrochloride(1099646-61-3) Related Product Information
(R)-Methyl pyrrolidine-3-carboxylate hydrochloride Methyl 1-Boc-3-pyrrolidinecarboxylate Methyl 3-pyrrolidinecarboxylate HCl Methyl N-benzyl-3-pyrrolidinecarboxylate (R)-1-Boc-pyrrolidine-3-carboxylic acid methyl ester (S)-1-Boc-pyrrolidine-3-carboxylic acid methyl ester