ChemicalBook > CAS DataBase List > 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID

1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID

Product Name
1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID
CAS No.
17288-35-6
Chemical Name
1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID
Synonyms
4-Azaindole-2-carboxylic acid;4-Azaindole-2-carboxylic acid 98%;1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID;1H-pyrrolo[3,2-b]pyridine-2-carbo×ylic acid;1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid, 2-Carboxy-1H-pyrrolo[3,2b]pyridine
CBNumber
CB12453397
Molecular Formula
C8H6N2O2
Formula Weight
162.15
MOL File
17288-35-6.mol
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1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID Property

Boiling point:
446.8±25.0 °C(Predicted)
Density 
1.506±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
2.92±0.30(Predicted)
Appearance
Off-white to light yellow Solid
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Safety

HS Code 
2916399090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
P998818
Product name
1H-​Pyrrolo[3,​2-​b]​pyridine-​2-​carboxylicAcid
Packaging
100mg
Price
$55
Updated
2021/12/16
TRC
Product number
P998818
Product name
1H-​Pyrrolo[3,​2-​b]​pyridine-​2-​carboxylicAcid
Packaging
250mg
Price
$110
Updated
2021/12/16
TRC
Product number
P998818
Product name
1H-​Pyrrolo[3,​2-​b]​pyridine-​2-​carboxylicAcid
Packaging
500mg
Price
$185
Updated
2021/12/16
Apolloscientific
Product number
OR41130
Product name
4-Azaindole-2-carboxylicacid
Purity
98%
Packaging
1g
Price
$217
Updated
2021/12/16
SynQuest Laboratories
Product number
4H21-1-BG
Product name
4-Azaindole-2-carboxylic acid
Packaging
1g
Price
$239
Updated
2021/12/16
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1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID Chemical Properties,Usage,Production

Uses

1H-?Pyrrolo[3,?2-?b]?pyridine-?2-?carboxylic Acid is a useful organic reagent for synthesis of substituted 4- and 6-azaindoles and indolecarboxamides as H4 receptor ligands.

Synthesis

17288-32-3

17288-35-6

General procedure for the synthesis of 4-azaindole-2-carboxylic acid from ethyl 4-azaindole-2-carboxylate: 3-amino-2-chloropyridine (150 mg, 1.17 mmol), ethyl pyruvate (0.25 mL, 2.00 mmol), pyridinium p-toluenesulfonate (73 mg, 0.29 mmol), and tetraethoxysilane (0.26 mL, 1.18 mmol) were suspended in 0.4 mL of pyridine and stirred at 20 °C for 24 hours. Tetrakis(triphenylphosphine)palladium (70 mg, 0.06 mmol) and N,N-dicyclohexylmethylamine (0.35 mL, 2.06 mmol) were subsequently added, and the reaction mixture was placed in a microwave reactor, heated to 160 °C, and held for 20 min. After completion of the reaction, the reaction mixture was diluted with 100 mL of dichloromethane and extracted twice with 50 mL of half-saturated aqueous sodium bicarbonate. The organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure, and the crude product was purified by silica gel column chromatography (P3) to afford ethyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate (190 mg, 1.00 mmol). The ester was dissolved in a mixture of 17 mL ethanol and 5 mL water and lithium hydroxide (120 mg, 5.00 mmol) was added. After 16 hours of reaction, the pH of the reaction mixture was adjusted to 4 and the solvent was evaporated under vacuum. The crude product was purified by acidic ion exchange resin (Strata-X-C, Phenomenex) to afford 4-azaindole-2-carboxylic acid (155 mg, 82% yield). Product purity >95%; mass spectrum (ESI) m/z 163 (M + H)+; 1H NMR (DMSO) δ (ppm) 13.34 (br, 1H), 8.77 (d, J = 5.3 Hz, 1H), 8.53 (d, J = 8.3 Hz, 1H), 7.73 (dd, J = 5.4 Hz, J = 8.3 Hz, 1H), 7.33 ( br, 1H); 13C NMR (500 MHz, DMSO) δ (ppm) 161.4 (s), 138.0 (s), 136.1 (s), 135.8 (s), 132.7 (s), 128.6 (s), 119.6 (s), 101.2 (s).

References

[1] European Journal of Medicinal Chemistry, 2012, vol. 54, p. 660 - 668
[2] Patent: WO2004/104001, 2004, A2. Location in patent: Page 42-43

1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID Preparation Products And Raw materials

Raw materials

Preparation Products

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1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID Suppliers

China 62 France 1 Germany 1 India 2 Ukraine 1 United Kingdom 1 United States 15 Global 83
J & K SCIENTIFIC LTD.
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View Lastest Price from 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID manufacturers

Career Henan Chemical Co
Product
1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID 17288-35-6
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2020-01-11

17288-35-6, 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACIDRelated Search:

ethyl 5-chloro-1H-pyrrolo[3,2-b]pyridine-2-carboxylate 1H-PYRROLO[3,2-C]PYRIDINE-2-CARBOXYLIC ACID ETHYL ESTER 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate 1H-Pyrrolo[2,3-b]pyridine, 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID METHYL 6-CYANO-1H-PYRROLO-[3,2-B]PYRIDINE-2-CARBOXYLATE METHYL 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLATE METHYL 3-BROMO-1H-PYRROLO-[3,2-B]PYRIDINE-2-CARBOXYLATE 5-(BENZYLOXY)-1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID METHYL 7-CHLORO-1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLATE 5-METHOXY-1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID ETHYL 6-CYANO-1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLATE METHYL 6-CYANO-1-METHYL-1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLATE METHYL 5-(TRIFLUOROMETHYL)-1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLATE METHYL 6-FORMYL-1-METHYL-1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLATE METHYL 1-TOSYL-1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLATE METHYL 5-(TRIFLUOROMETHYL)-1-TOSYL-1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLATE

  • 1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid, 2-Carboxy-1H-pyrrolo[3,2b]pyridine
  • 1H-pyrrolo[3,2-b]pyridine-2-carbo×ylic acid
  • 4-Azaindole-2-carboxylic acid
  • 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID
  • 4-Azaindole-2-carboxylic acid 98%
  • 17288-35-6