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27911-63-3

27911-63-3 Structure

27911-63-3 Structure
IdentificationBack Directory
[Name]

(R)-2-(1-HYDROXYETHYL)PYRIDINE
[CAS]

27911-63-3
[Synonyms]

(R)-1-(2-PYRIDYL)-ETHANOL
(R)-1-(pyridin-2-yl)ethanol
(R)-2-(1-HYDROXYETHYL)PYRIDINE
(r)-α-methyl-2-pyridinemethanol
(aR)-a-Methyl-2-PyridineMethanol
"(R)-1-(pyridin-2- yl)ethan-1-ol"
(R)-(+)-2-(1-HYDROXYETHYL)PYRIDINE
(R)-2-(1-Hydroxyethyl)pyridine,98%
(R)-ALPHA-METHYL-2-PYRIDINEMETHANOL
(R)-alpha-Methylpyridine-2-methanol
2-Pyridinemethanol, α-methyl-, (αR)-
(alphaR)-alpha-Methyl-2-pyridinemethanol
(R)-1-(2-Pyridyl)-ethanol, (R)-2-(1-Hydroxyethyl)pyridine
[EINECS(EC#)]

246-680-4
[Molecular Formula]

C7H9NO
[MDL Number]

MFCD04972322
[MOL File]

27911-63-3.mol
[Molecular Weight]

123.15
Questions And AnswerBack Directory
[Synthesis]

Synthetic Route of (R)-2-(1-Hydroxyethyl)pyridine

Step 1: Preparation of (R)-acetic acid-1-(pyridin-2-yl)-ethyl ester

At room temperature, (R)-1-(pyridin-2-yl)-ethanol (21.2 mmol), 4A molecular sieve powder (3 g), vinyl acetate (6 mL), and lipase Candida Antarctica acrylic resin (0.87 g) were stirred overnight in i-Pr2O (40 mL). The solid residue was removed by filtration.

Volatile substances were evaporated and purified by chromatography, eluting with hexane/EtOAc (7:3 to 1:1) to give a rapidly eluting colorless oily (R)-acetic acid-1-(pyridin-2-yl)-ethyl ester (50%).

Step 2: Preparation of (R)-2-(1-hydroxyethyl)pyridine

(R)-acetic acid-1-(pyridin-2-yl)-ethyl ester (9.620 mmol) was dissolved in methanol (50 mL), and then a solution of potassium carbonate (38.48 mmol) in water (10 mL) was added. The mixture was stirred at ambient temperature for 4 hours. It was diluted with brine, extracted three times with EtOAc, dried over anhydrous Na2SO4, filtered through a short silica gel pad, and concentrated under vacuum to give the desired intermediate (R)-2-(1-hydroxyethyl)pyridine as a colorless oily substance (89%).

Chemical PropertiesBack Directory
[Appearance]

white crystals
[Boiling point ]

210.6±15.0 °C(Predicted)
[density ]

1.082±0.06 g/cm3(Predicted)
[refractive index ]

n20/D 1.528
[storage temp. ]

2-8°C
[form ]

Solid
[pka]

13.55±0.20(Predicted)
[color ]

Pink
[Water Solubility ]

Soluble in ethanol and water.
Hazard InformationBack Directory
[Chemical Properties]

white crystals
[Uses]

(1R)?-?1-?(2-?Pyridinyl)?ethanol is a building block used in the synthesis of highly potent and selective chiral inhibitors of PDE5.
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22-37/38-41-36/37/38
[Safety Statements ]

26-39-37/39
[WGK Germany ]

3
[F ]

10
[HS Code ]

29333990
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