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5-Bromo-3-chloro-2-fluoropyridine

5-Bromo-3-chloro-2-fluoropyridine structure

CAS No:
38185-56-7
Formula:
C5H2BrClFN
Chemical Name:
5-Bromo-3-chloro-2-fluoropyridine
Synonyms:
Pyridine,5-bromo-3-chloro-2-fluoro-;5-Bromo-3-chloro-2-fluoropyridine;3-Bromo-5-chloro-6-fluoropyridine
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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5-Bromo-3-chloro-2-fluoropyridine Basic Attributes

Molecular Weight：

210.4314832

Exact Mass：

210.43

DSSTox ID：

DTXSID70476612

HScode：

2933399090

Characteristics

PSA：

12.9

XLogP3：

2.6

Appearance：

Solid

Density：

1.8±0.1 g/cm3

Melting Point：

60℃

Boiling Point：

206.3ºC at 760 mmHg

Flash Point：

78.6±25.9 °C

Refractive Index：

1.555

Storage Conditions：

Refrigerated.

Safety Information

Transport codes：

UN 2811 6.1 / PGIII

hazard class code：

safety instructions：

Marks：

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501

Hazard Statements：

H302

GHS Classification：

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

5-Bromo-3-chloro-2-fluoropyridine Use and Manufacturing

2) 5-Bromo-3-chloro-2-fluoropyridine: To a round-bottom flask containing5-bromo-3-chloropyridin-2-amine (9.47 g, 45.6 mmol) was added hydrogen tertrafluoroborate (30 mL, Aldrich) and the mixture was cooled to -78 [00548] Example 106d (28 mg, 0.13 mmol), and Na2C03 (20 mg, 0.20 mmol) were added to the cooled mixture of Example 106c (crude mixture, 0.065 mmol), followed by water (0.3 mL) and Pd(dppf)Cl2 (3 mg). Then the mixture was degassed by bubbling N2 through the solution for 2 min using a syringe needle. After that, the mixture was heated at 95C for 1.5 h. The mixture was concentrated and directly purified by Prep-TLC (DCM/MeOH = 20/1) to give the desired product Example 106 (3.0 mg, yield 10% over two steps) as a white solid. LCMS [M+l]+ = 465.1. 1H NMR (400 MHz, Chloroform-) delta 10.50 (s, 1H), 8.36 (d, J= 1.8 Hz, 1H), 8.24 (s, 1H), 8.20-8.06 (m, 4H), 7.97 (t, J= 7.9 Hz, 1H), 7.73 (dd, J= 7.9, 2.1Hz, 1H), 7.61 (d, J= 7.8 Hz, 1H), 4.78 (s, 2H), 4.69 (s, 2H), 3.98 (d, J= 5.1Hz, 2H), 2.36 (s, 2H).[00528] To a mixture of Example 99a (100 mg, 0.22 mmol), Example 99b (69 mg, 0.33 mmol), and Na2C03 (70 mg, 0.66 mmol) in Dioxane/H20 (2 mL, v/v = 10/1) was added Pd(dppf)Cl2 (10 mg). Then the mixture was degassed by bubbling N2 through the solution for 2 min using a syringe needle. After that, the mixture was heated at 90C for overnight. The mixture was concentrated under reduced pressure and the residue was purified by prep-HPLC to give the desired product Example 99 (15.4 mg, yield 16%) as a white solid. LCMS [M+l]+ = 465.0. 1H NMR (400 MHz, DMSO- 6) delta 1 1.16 (s, 1H), 8.67 (s, 1H), 8.58-8.50 (m, 2H), 8.26 (d, J= 2.4 Hz, 1H), 8.05 (t, J= 7.9 Hz, 1H), 7.98 (dd, J= 8.6, 2.4 Hz, 1H), 7.86 (dd, J= 1 1.6, 7.9 Hz, 2H), 7.39 (d, J= 8.7 Hz, 1H), 4.36 (t, J= 4.5 Hz, 2H), 4.29-4.20 (m, 2H), 2.44 (s, 2H), 1.95 (s, 2H).

Computed Properties

Molecular Weight:210.43
XLogP3:2.6
Hydrogen Bond Acceptor Count:2
Exact Mass:208.90432
Monoisotopic Mass:208.90432
Topological Polar Surface Area:12.9
Heavy Atom Count:9
Complexity:103
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of 5-Bromo-3-chloro-2-fluoropyridine

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CAS No.: 38185-56-7

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Guide of 5-Bromo-3-chloro-2-fluoropyridine

Basic Attributes
Characteristics
Safety Information
Use and Manufacturing
Computed Properties
Recommended Suppliers
Latest News
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5-Bromo-3-chloro-2-fluoropyridine

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