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[ CAS No. 69214-09-1 ] {[proInfo.proName]}

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Chemical Structure| 69214-09-1
Chemical Structure| 69214-09-1
Structure of 69214-09-1 * Storage: {[proInfo.prStorage]}
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Product Details of [ 69214-09-1 ]

CAS No. :69214-09-1 MDL No. :MFCD08275698
Formula : C7H5BrN2 Boiling Point : -
Linear Structure Formula :- InChI Key :CCOFGVWHMYYDBG-UHFFFAOYSA-N
M.W : 197.03 Pubchem ID :13037241
Synonyms :

Calculated chemistry of [ 69214-09-1 ]

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 42.89
TPSA : 17.3 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -5.52 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.91
Log Po/w (XLOGP3) : 2.79
Log Po/w (WLOGP) : 2.1
Log Po/w (MLOGP) : 1.48
Log Po/w (SILICOS-IT) : 1.67
Consensus Log Po/w : 1.99

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -3.49
Solubility : 0.0645 mg/ml ; 0.000327 mol/l
Class : Soluble
Log S (Ali) : -2.81
Solubility : 0.305 mg/ml ; 0.00155 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.94
Solubility : 0.225 mg/ml ; 0.00114 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.94

Safety of [ 69214-09-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 69214-09-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 69214-09-1 ]
  • Downstream synthetic route of [ 69214-09-1 ]

[ 69214-09-1 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 69214-09-1 ]
  • [ 19798-81-3 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987, p. 1159 - 1164
  • 2
  • [ 603301-13-9 ]
  • [ 69214-09-1 ]
YieldReaction ConditionsOperation in experiment
100% With sodium hydrogencarbonate In ethyl acetate PREPARATION 8; 5-Bromoimidazo [1, 2-a] pyridine Add 2-bromo-I, l-diethoxyethane (3.64 g, 18.48 mmol) to a solution of 6- bromopyridin-2-ylamine (l. Og, 5.77 mmol) in n-butanol (40 ml). Reflux overnight and cool. Filtration of the reaction mixture gives 1.3 g (81percent) of 5-bromoimidazo [1, 2- pyridine hydrobromide as a white solid. ESMS (M++1) : 198.9 m/z. Add saturated sodium bicarbonate (300 ml) to a suspension of 5- bromoimidazo [1, 2-a] pyridine hydrobromide (13. 0g, 46.96 mmol) in ethyl acetate. Separate the organic layer, wash with saturated sodium bicarbonate, dry over magnesium sulfate, and concentrate under reduced pressure to give 9.7 g (100percent) of the title compound as a white solid.
Reference: [1] Patent: WO2003/76398, 2003, A2, . Location in patent: Page/Page column 20
[2] Patent: WO2003/76442, 2003, A1, . Location in patent: Page/Page column 40
  • 3
  • [ 107-20-0 ]
  • [ 19798-81-3 ]
  • [ 69214-09-1 ]
Reference: [1] Chemical Communications, 2016, vol. 52, # 6, p. 1262 - 1265
[2] Patent: WO2016/206101, 2016, A1, . Location in patent: Page/Page column 85; 86
  • 4
  • [ 1072-97-5 ]
  • [ 2032-35-1 ]
  • [ 69214-09-1 ]
YieldReaction ConditionsOperation in experiment
59%
Stage #1: With hydrogenchloride In 1,4-dioxane; water for 0.5 h; Heating / reflux
Stage #2: With sodium hydrogencarbonate In 1,4-dioxane; water for 24 h; Heating / reflux
Method 32
5-Bromoimidazo[1,2a]pyridine
A solution of bromoacetaldehyde diethylacetyl (50ml, 0.332mol) in dioxane (143ml), water (85ml) and conc. hydrochloric acid (5ml) was heated at reflux for 30 minutes and the mixture allowed to cool.
Sodium hydrogen carbonate (53g) was added followed by a solution of 5-bromo-2-aminopyridine (30g, 0.174mol) in dioxane (230ml) and water (85ml) and the mixture was heated at reflux for 24 hours.
The mixture was allowed to cool, poured into water and acidified with 2M hydrochloric acid.
The mixture was washed with ethyl acetate and the aqueous layer was basified with 2M aqueous sodium hydroxide solution.
The aqueous mixture was extracted with ethyl acetate.
The extracts were combined, dried and the volatiles removed by evaporation.
The residue was purified by chromatography eluding with hexane/ethyl acetate (50:50) in creasing in polarity to (25:50) to give the title compound 20g (59percent). NMR: 7.30 (dd, 1H), 7.54 (d, 1H), 7.59 (s, 1H), 7.90 (s, 1H), 8.89 (s, 1H); m/z: 197 [MH]+.
Reference: [1] Patent: EP1214318, 2003, B1, . Location in patent: Page/Page column 38
  • 5
  • [ 19798-81-3 ]
  • [ 17157-48-1 ]
  • [ 69214-09-1 ]
Reference: [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987, p. 1159 - 1164
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