 Home > Encyclopedia > 3-Bromo-2(1H)-pyridinone

3-Bromo-2(1H)-pyridinone

3-Bromo-2(1H)-pyridinone structure

CAS No:
13466-43-8
Formula:
C5H4BrNO
Chemical Name:
3-Bromo-2(1H)-pyridinone
Synonyms:
2(1H)-Pyridinone,3-bromo-;2(1H)-Pyridone,3-bromo-;3-Bromo-2(1H)-pyridinone;3-Bromo-2(1H)-pyridone;3-Bromo-2-pyridone;3-Bromo-2-hydroxypyridine;3-Bromo-2-pyridinone;3-Bromopyridin-2-ol;3-Bromo-2-oxo-1,2-dihydropyridine;3-Bromo-1,2-dihydropyridin-2-one;3-Bromo-1H-pyridin-2-one;98976-86-4
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

Request for Quotation

Description

Light yellow powder

3-Bromo-2(1H)-pyridinone Basic Attributes

Molecular Weight：

174

Exact Mass：

174.00

BRN：

109846

EC Number：

-0

DSSTox ID：

DTXSID30355959

HScode：

29337900

Characteristics

PSA：

29.1

XLogP3：

1.1

Appearance：

White to off-white Crystalline Powder

Density：

1.776±0.06 g/cm3(Predicted)

Melting Point：

185-189°C

Boiling Point：

336.6±42.0 °C(Predicted)

Flash Point：

121.0±21.8 °C

Refractive Index：

1.614

Water Solubility：

Slightly soluble in water.

Storage Conditions：

2-8°C

Vapor Pressure：

0.000111mmHg at 25°C

Safety Information

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38-41-37/38-22

safety instructions：

26-36-39

Marks：

Xn,Xi

Precautionary statement(s)：

P261-P280-P305 + P351 + P338

Hazard Statements：

H302-H315-H318-H335

GHS Classification：

|Danger|H302 (88.89%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 45 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

3-Bromo-2(1H)-pyridinone Use and Manufacturing

Methods of Manufacturing

At 0°C, sodium nitrite (24.2 g, 0.35 mol, 4.84 equiv.) dissolved in water (175 mL) wasadded dropwise to a solution of 2-amino-3-bromo-2-pyridine (12.5 g, 72.4 mmol) andsulfuric acid (35 mL, 0.66 mol, 9.10 equiv.) in water (175 mL). The reaction was stirred 1h and neutralized with NaOH concentrated solution. The pH=7 solution was extractedwith chloroform (3 x 200 mL), washed with brine (200 mL), dried with magnesiumsulfate, filtered and concentrated in vacuo to give a cream solid (11.3 g, 90percent). M.P. :183°C; IR (neat) νmax 3339, 3105, 2991, 2942, 1776, 1650, 1610, 1464 cm-1; 1H NMR(500 MHz, CDCl3) δ = 7.87 (dd, J = 7.3, 1.9 Hz, 1H), 7.49 (dd, J = 6.4, 1.9 Hz, 1H), 6.24 (dd, J = 7.3, 6.4 Hz, 1H) ppm; 13C NMR (125 MHz, CDCl3) δ 161.9, 143.9, 134.4, 115.7, 107.7ppm; HRMS: m/z [ESI] calcd for C5H4BrNONa (M+Na)+ : 195.9369, found : 195.9373(+2.07 ppm).3-l3romo-pyridin-2-ol. A stirred suspension of 2-pyridone (77-0, 19 g, 200 mmol) in 200 mE of 1 M aqueous K13r at room temperature was treated over 15 mm with bromine (32 g, 200 mmol; CAUTION: Large quantities of 13r2 should be handled careffilly) in 200 mE of 1 M aqueous K13r, then stirred vigorously at room temperature 0/N. After 24 h, this solution deposited crystals which were filtered off and then recrystallized from acetonitrile to give 27.2 g (78percent) of 3-bromo- pyridin-2-ol. (77-1) [J. Am. Chem. Soc. 1982, 104, 4142- 4146; Bioorg. Med. Chem. Lett. 2002, 12, 197-200; JMed Chem. 1979, 22, 1284-1290.] Molecular weight calcd. for C5H4I3rNO: 173; (M+H) found: 174

Uses

3-Bromo-2-hydroxypyridine is used in the synthesis of pyrazolopyridines as γ-secratase modulators.

Computed Properties

Molecular Weight:174.00
XLogP3:1.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Exact Mass:172.94763
Monoisotopic Mass:172.94763
Topological Polar Surface Area:29.1
Heavy Atom Count:8
Complexity:171
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of 3-Bromo-2(1H)-pyridinone

Hangzhou KieRay Chem Co.,LTD Contact Supplier

CN
5 YRS

Business licensed Certified factory

Manufactory Supplier of fine chemicals,pharmaceutical materials

3-Bromo-2-hydroxypyridine

CAS No.: 13466-43-8

Grade: industrial Grade

Content: 98%

Inquiry
HANGZHOU LEAP CHEM CO., LTD. Contact Supplier

CN
5 YRS

Business licensed

Trader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives

3-Bromo-2-hydroxypyridine

CAS No.: 13466-43-8

Content: 99.00%

Inquiry