Indoline-2-carboxylic acid

Base Information

• Chemical Name: Indoline-2-carboxylic acid
• CAS No.: 78348-24-0
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.176
• Hs Code.: 29339900
• European Community (EC) Number: 278-899-6,240-875-8
• UNII: ZHU9PQB6S7
• DSSTox Substance ID: DTXSID80868549
• Nikkaji Number: J236.186H,J319.760C
• ChEMBL ID: CHEMBL23081
• Mol file: 78348-24-0.mol

Synonyms:Indoline-2-carboxylic acid;78348-24-0;16851-56-2;(+/-)-Indoline-2-carboxylic acid;2,3-dihydro-1H-indole-2-carboxylic acid;dl-indoline-2-carboxylic acid;1H-Indole-2-carboxylic acid, 2,3-dihydro-;MFCD00010635;2,3-Dihydroindole-2-carboxylic acid;ZHU9PQB6S7;(1)-Indoline-2-carboxylic acid;EINECS 240-875-8;EINECS 278-899-6;(+/-)-2,3-Dihydroindole-2-carboxylic acid;1H-Indole-2-carboxylic acid, 2,3-dihydro-, (A+/-)-;h-idc-oh;1H-Indole-2-carboxylicacid, 2,3-dihydro-;MFCD00070578;UNII-ZHU9PQB6S7;indoline-2-carboxlic acid;(2RS)-2-carboxyindoline;indoline 2-carboxylic acid;indoline-2-carboxilic acid;SCHEMBL91080;CHEMBL23081;(?)-2-Indolinecarboxylic acid;SCHEMBL14003020;(+)-indoline-2-carboxylic acid;(RS)-indoline-2-carboxylic acid;DTXSID80868549;(SR)-Indoline-2-carboxylic acid;CHEBI:167001;(+-)-indoline-2-carboxylic acid;HMS1661N11;Indoline-2-carboxylic acid, 97%;racemic indoline-2-carboxylic acid;BCP26556;CS-M2631;R-(+)-Indoline-2-carboxylic acid;STK260845;2-Methyl-5-pyrrolidin-2-yl-pyridine;AKOS005424480;1h-indolecarboxylic acid,2,3-dihydro-;AC-1022;FS-4787;SB64226;SB66118;SDCCGMLS-0065896.P001;AC-27796;SY003766;SY003767;SY004089;AM20060790;FT-0625473;FT-0641734;FT-0642359;I0394;EN300-31717;I-5090;A810978;Racemic 2,3-dihydro-1H-indole-2-carboxylic acid;F0001-2065;Z343211224;1H-Indole-2-carboxylic acid, 2,3-dihydro-, (.+/-.)-;749177-69-3

Chemical Property of Indoline-2-carboxylic acid

Chemical Property:

• Appearance/Colour: Solid.
• Vapor Pressure: 1.88E-06mmHg at 25°C
• Melting Point: 168 °C (dec.)(lit.)
• Boiling Point: 380 °C at 760 mmHg
• PKA: 2.04±0.20(Predicted)
• Flash Point: 183.6 °C
• PSA: 49.33000
• Density: 1.286 g/cm³
• LogP: 1.24580
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 193

Purity/Quality:

99% ^*data from raw suppliers

Indoline-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 43-48/22-62
• Safety Statements: 22-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(NC2=CC=CC=C21)C(=O)O
• Uses: (+/-)-Indoline-2-carboxylic acid is used as pharmaceutical intermediate.

Technology Process of Indoline-2-carboxylic acid

There total 67 articles about Indoline-2-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 87.7%

(R)-N-benzoyl-2,3-dihydroindole-2-carboxylic acid methyl ester → (R)-(-)-2,3-Dihydro-1H-Indole-2-Carboxylic Acid (98167-06-7,78348-24-0)

Guidance literature:

With water; trifluoroacetic acid; Reflux;

Reference yield: 86.0%

→ 1-indoline (496-15-1) + indolin-2-yl carboxylic acid (16851-56-2,78348-24-0)

Guidance literature:

Reference yield: 83.4%

(R)-o-chlorophenylalanine hydrochloride (185030-83-5) → (R)-(-)-2,3-Dihydro-1H-Indole-2-Carboxylic Acid (98167-06-7,78348-24-0)

Guidance literature:

With sodium carbonate; copper(I) bromide; In N,N-dimethyl-formamide; at 100 - 105 ℃; Inert atmosphere;

upstream raw materials:

(S)-2,3-dihydro-1H-indole-2-carboxylic acid,ethyl ester

indoline-2-carboxylic acid methyl ester

Indole-2-carboxylic acid

indole-2-carboxylic acid methyl ester

Downstream raw materials:

l-(S)-2,3-dihydro-1-[(S)-3-mercapto-2-methyl-1-oxopropyl]-1H-indole-2-carboxylic acid

(S)-5-methoxyindol-2,3-dihydro-2-carboxylic acid hydrochloride

(R)-indoline-carboxylic acid

Ethyl (S)-indoline-2-carboxylate hydrochloride

Refernces

• 1、 Zhang, Jian,Jia, Jia,Zeng, Xincheng,Wang, Yuanhao,Zhang, Zhenfeng,Gridnev, Ilya D.,Zhang, Wanbin. "Chemo- and Enantioselective Hydrogenation of α-Formyl Enamides: An Efficient Access to Chiral α-Amido Aldehydes". . p. 11505 - 11512. Retrieved 2019/07/17.
• 2、 -. "Optimized method for synthesizing S-indolinyl-2-carboxylic acid". Paragraph 0014; 0015; 0016; 0017. . Retrieved 2017/08/29.