(4-Chloro-pyridin-2-yl)-methanol

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(4-Chloro-pyridin-2-yl)-methanol Basic information

Product Name:	(4-Chloro-pyridin-2-yl)-methanol
Synonyms:	4-CHLORO-2-HYDROXYMETHYLPYRIDINE;CHEMPACIFIC 38138;CHEMBRDG-BB 4014670;4-Chloro-2-hydroxymethylpyridine 97%;(4-chloro-2-pyridinyl)methanol;(4-chloro-2-pyridinyl) methano;(4-Chloropyridine-2-yl)methanol;4-Chloro-2-pyridylmethanol
CAS:	63071-10-3
MF:	C6H6ClNO
MW:	143.57
EINECS:
Product Categories:	Building Blocks;Heterocycle-Pyridine series;API intermediates;Pyridine;Alcohols and Derivatives;Heterocycles;blocks;Pyridines
Mol File:	63071-10-3.mol

(4-Chloro-pyridin-2-yl)-methanol Chemical Properties

Melting point	0°C
Boiling point	0°C
density	1.324±0.06 g/cm3(Predicted)
Fp	0°C
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
solubility	soluble in Methanol
form	powder to crystal
pka	13.12±0.10(Predicted)
color	White to Light yellow to Light orange
InChI	1S/C6H6ClNO/c7-5-1-2-8-6(3-5)4-9/h1-3,9H,4H2
InChIKey	UEAIOHHGRGSGGJ-UHFFFAOYSA-N
SMILES	OCc1cc(Cl)ccn1

Safety Information

MSDS Information

(4-Chloro-pyridin-2-yl)-methanol Usage And Synthesis

Uses	4-Chloro-2-pyridinemethanol is used in the inactivation of dimethylarginine dimethylaminohydrolase (DDAH).
Synthesis Reference(s)	Synthetic Communications, 19, p. 317, 1989 DOI: 10.1080/00397918908050984
Synthesis	24484-93-3 63071-10-3 General procedure for the synthesis of 4-chloro-2-pyridinemethanol from methyl 4-chloropyridinecarboxylate: Methyl 4-chloropyridinecarboxylate (4.0 g, 23.3 mmol) and CaCl2 (10.3 g, 93.2 mmol) were dissolved in a solvent mixture of anhydrous MeOH-THF (2:1, 30 mL) and cooled to 0 °C. NaBH4 (1.8 g, 46.6 mmol) was added in batches under stirring. The reaction mixture was kept at 0 °C for the reaction. After completion of the reaction, water was added to quench the reaction. The solvent was removed by rotary evaporator and the residue was dissolved in water and extracted with CHCl3. The organic phases were combined, dried over MgSO4, filtered and concentrated by evaporation to give 4-chloro-2-pyridine methanol (3.3 g, 98% yield) as a white solid.
References	[1] Chemical Communications, 2009, # 20, p. 2848 - 2850 [2] Bulletin of the Chemical Society of Japan, 2015, vol. 88, # 6, p. 784 - 791 [3] Synthetic Communications, 2005, vol. 35, # 24, p. 3187 - 3190 [4] Inorganic Chemistry, 2013, vol. 52, # 11, p. 6481 - 6501 [5] Angewandte Chemie - International Edition, 2017, vol. 56, # 23, p. 6483 - 6487

(4-Chloro-pyridin-2-yl)-methanol Preparation Products And Raw materials

Raw materials	4-Chloro-2-picoline-->Methyl 4-chloropicolinate-->Methanol-->4-Chloropyridine N-oxide-->Trimethyloxonium Tetrafluoroborate-->4-Chloropyridinium chloride-->Calcium chloride-->Sodium borohydride-->Tetrahydrofuran
Preparation Products	2-Pyridinemethanol,4-amino-(6CI,9CI)-->4-Chloro-pyridine-2-carbonitrile-->4-Methoxypicolinaldehyde

Tag:(4-Chloro-pyridin-2-yl)-methanol(63071-10-3) Related Product Information

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