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23612-57-9

23612-57-9 Structure

23612-57-9 Structure
IdentificationMore
[Name]

(2-Aminopyridin-3-yl)methanol
[CAS]

23612-57-9
[Synonyms]

(2-AMINO-3-PYRIDINYL)METHANOL
(2-AMINO-PYRIDIN-3-YL)-METHANOL
2-AMINOPYRIDINE-3-METHANOL
RARECHEM AL BD 1234
(2-aminopyridine-3-yl)methanol
2-Amino-3-(hydroxymethyl)pyridine
4-(AMINOPYRIDINE-3-YL) METHANOL (2-AMINO-PYRIDIN-3-YL)-METHANOL
2-Amino-3-pyridinemethanol
2-Amino-3-pyridylmethanol
3-(Hydroxymethyl)-2-pyridinamine
2-(Aminopyridine-3-yl)
2-Amino-3-(hydroxymethyl)pyrid
2-Amino-3-Hydroxymethyl
(2-Amino-pyridin-3-yl)-methanol ,97%
[EINECS(EC#)]

640-243-5
[Molecular Formula]

C6H8N2O
[MDL Number]

MFCD05663510
[Molecular Weight]

124.14
[MOL File]

23612-57-9.mol
Chemical PropertiesBack Directory
[Appearance]

Light yellow Cryst
[Melting point ]

66-68°C
[Boiling point ]

320.7±27.0 °C(Predicted)
[density ]

1.257±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[solubility ]

soluble in Methanol
[form ]

Powder
[pka]

13.54±0.10(Predicted)
[color ]

Pale-Yellow
[Sensitive ]

Air Sensitive
[Detection Methods]

HPLC
[InChI]

1S/C6H8N2O/c7-6-5(4-9)2-1-3-8-6/h1-3,9H,4H2,(H2,7,8)
[InChIKey]

FEIACFYXEWBKHU-UHFFFAOYSA-N
[SMILES]

Nc1ncccc1CO
[CAS DataBase Reference]

23612-57-9(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HazardClass ]

6.1
[HazardClass ]

IRRITANT
[HS Code ]

29333990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Thionyl chloride-->Acetic anhydride-->Benzene-->Lithium Aluminum Hydride-->Potassium permanganate-->2-Amino-3-picoline-->Ethyl 2-aminopyridine-3-carboxylate-->2-Aminonicotinic acid-->N-(3-Formyl-2-pyridinyl)-2,2-dimethylpropanamide-->Sodium borohydride
[Preparation Products]

2-Amino-3-chloromethyl pyridine hydrochloride-->2-Amino-5-bromo-3-(hydroxymethyl)pyridine
Hazard InformationBack Directory
[Chemical Properties]

Light yellow Cryst
[Uses]

(2-Aminopyridin-3-yl)methanol is an intermediate used in the synthesis of mirtazapine, an antidepressant.
[Synthesis]

Ethyl 2-aminopyridine-3-carboxylate

13362-26-0

(2-Aminopyridin-3-yl)methanol

23612-57-9

In a three-necked flask, 5 g of ethyl 2-aminonicotinate (0.0302 mol) and 80 mL of tetrahydrofuran were added, and 13 g of sodium borohydride (0.2416 mol) powder was slowly added under stirring. The reaction mixture was stirred at 65 °C for 15 min before 65 mL of methanol was added dropwise, followed by heating and refluxing the reaction. The reaction process was monitored by thin layer chromatography (TLC, unfolding agent ratio of trichloromethane: methanol = 4:1). Upon completion of the reaction, vacuum concentration was performed while hot. To the concentrate, 40 mL of the mixture and 1 g of sodium hydroxide were added and hydrolyzed at 70-80 °C for 7-8 hours. After completion of the reaction, the organic phase was separated and dried with anhydrous sodium sulfate and subsequently concentrated to give Intermediate A (2-amino-3-pyridinecarboxylic acid ethanol) as a light yellow solid powder 2.7 g in 75% yield with a melting point of 67.5-68 °C.

[References]

[1] Patent: CN104892608, 2017, B. Location in patent: Paragraph 0040; 0041; 0047; 0048
[2] Polish Journal of Chemistry, 2003, vol. 77, # 5, p. 535 - 545
[3] Patent: US2005/20587, 2005, A1. Location in patent: Page 17
Spectrum DetailBack Directory
[Spectrum Detail]

(2-Aminopyridin-3-yl)methanol(23612-57-9)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2-Aminopyridine-3-methanol(23612-57-9)
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