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Merck

M72803

Sigma-Aldrich

2-Methylpiperidine

98%

Sinónimos:

α-Pipecoline, 2-Pipecoline, NSC 31047, NSC 462

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About This Item

Fórmula empírica (notación de Hill):
C6H13N
Número de CAS:
Peso molecular:
99.17
Beilstein/REAXYS Number:
79804
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

liquid

refractive index

n20/D 1.445 (lit.)

bp

118-119 °C/753 mmHg (lit.)

density

0.844 g/mL at 25 °C (lit.)

SMILES string

CC1CCCCN1

InChI

1S/C6H13N/c1-6-4-2-3-5-7-6/h6-7H,2-5H2,1H3

InChI key

NNWUEBIEOFQMSS-UHFFFAOYSA-N

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Application

Reactant for C-2 arylation of piperidines through directed transition metal-catalyzed sp3 C-H activation

Reactant for synthesis of:
  • Azepan-4-ones via two step [5+2] annulation
  • 2-Aminobenzoxazoles
  • Unsymmetrically substituted ureas
  • Corticotropin-releasing factor receptor type 1 antagonists
  • Gefitinib analogues with anti-tumor activity

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

50.0 °F - closed cup

flash_point_c

10 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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C-2 arylation of piperidines through directed transition-metal-catalyzed sp3 C-H activation.
Hana Prokopcová et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(44), 13063-13067 (2010-10-29)
Dmitry Zuev et al.
Bioorganic & medicinal chemistry letters, 20(12), 3669-3674 (2010-05-18)
A novel series of [6-chloro-2-trifluoromethyl-7-aryl-7H-imidazo[1,2-a]imidazol-3-ylmethyl]-dialkylamines was discovered as potent CRF(1)R antagonists. The optimization of binding affinity in the series by the parallel reaction approach is discussed herein.
Li Cui et al.
Chemical communications (Cambridge, England), 46(19), 3351-3353 (2010-05-06)
A surprisingly efficient synthesis of azepan-4-ones via a two-step [5 + 2] annulation is developed. This reaction involves a key gold catalysis and shows generally high regioselectivities and good to excellent diastereoselectivities.
Xiaoqing Wu et al.
Bioorganic & medicinal chemistry, 18(11), 3812-3822 (2010-05-15)
There is an urgent need to design and develop new and more potent EGFR inhibitors with improved anti-tumor activity. Here we describe the design and synthesis of two series of 4-benzothienyl amino quinazolines as new analogues of the EGFR inhibitor
Christopher L Cioffi et al.
The Journal of organic chemistry, 75(22), 7942-7945 (2010-10-27)
The synthesis of 2-aminobenzoxazoles can be readily achieved by two versatile, one-pot procedures utilizing commercially available tetramethyl orthocarbonate or 1,1-dichlorodiphenoxymethane, an amine, and an optionally substituted 2-aminophenol. The reactions were conducted under mild conditions and provided 2-aminobenzoxazoles in modest to

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