5-Chloro-6-isopropoxynicotinic acid

Base Information

• Chemical Name: 5-Chloro-6-isopropoxynicotinic acid
• CAS No.: 187401-45-2
• Molecular Formula: C9 H10 Cl N O3
• Molecular Weight: 215.636
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00592495
• Wikidata: Q82486641
• Mol file: 187401-45-2.mol

Synonyms:5-Chloro-6-isopropoxynicotinic acid;187401-45-2;5-chloro-6-propan-2-yloxypyridine-3-carboxylic acid;5-chloro-6-(propan-2-yloxy)pyridine-3-carboxylic acid;MFCD09811921;3-Pyridinecarboxylic acid, 5-chloro-6-(1-methylethoxy)-;5-Chloro-6-isopropoxynicotinicacid;SCHEMBL404384;DTXSID00592495;PZDIVDDFLGKWID-UHFFFAOYSA-N;5-chloro-6-isopropoxy-nicotinic acid;AKOS000162732;AS-44142;SY177836;CS-0143654;EN300-50569;A880583;Z285179436;5-chloro-6-[(1-methylethyl)oxy]-3-pyridinecarboxylic acid;5-Chloro-6-[(propan-2-yl)oxy]pyridine-3-carboxylic acid;5-chloro-6[(1-methylethyl)oxy]-3-pyridinecarboxylic acid

Chemical Property of 5-Chloro-6-isopropoxynicotinic acid

Chemical Property:

• Boiling Point: 314.9±37.0 °C(Predicted)
• PKA: 3.55±0.10(Predicted)
• PSA: 59.42000
• Density: 1.310±0.06 g/cm3(Predicted)
• LogP: 2.22040
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 215.0349209
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-chloro-6-isopropoxynicotinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC1=C(C=C(C=N1)C(=O)O)Cl

Technology Process of 5-Chloro-6-isopropoxynicotinic acid

There total 3 articles about 5-Chloro-6-isopropoxynicotinic 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: 97.0%

1-methylethyl 5-chloro-6-[(1-methylethyl)oxy]-3-pyridinecarboxylate (187401-46-3) → 5-chloro-6-isopropoxynicotinic acid (187401-45-2)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 0 - 20 ℃;

DOI:10.1021/ml2000214

Reference yield:

5,6-dichloronicotinic acid (41667-95-2) + isopropyl alcohol (67-63-0,8013-70-5) → 5-chloro-6-isopropoxynicotinic acid (187401-45-2)

Guidance literature:

5,6-dichloronicotinic acid; isopropyl alcohol; With potassium tert-butylate; at 80 ℃; for 15h;

With hydrogenchloride; In water; isopropyl alcohol;

Reference yield:

5-chloro-6-hydroxy-3-pyridinecarboxylic acid (54127-63-8) → 5-chloro-6-isopropoxynicotinic acid (187401-45-2)

Guidance literature:

Multi-step reaction with 2 steps

1: silver carbonate / chloroform / 72 h / Reflux

2: water; sodium hydroxide / ethanol / 0 - 20 °C

With water; silver carbonate; sodium hydroxide; In ethanol; chloroform;

DOI:10.1021/ml2000214

upstream raw materials:

5,6-dichloronicotinic acid

isopropyl alcohol

1-methylethyl 5-chloro-6-[(1-methylethyl)oxy]-3-pyridinecarboxylate

5-chloro-6-hydroxy-3-pyridinecarboxylic acid

Downstream raw materials:

5-chloro-6-isopropoxy-nicotinic acid (4-allyloxy-N-hydroxy-3,5-dimethyl-benzamidine) ester

3-[3-(4-allyloxy-3,5-dimethyl-phenyl)-[1,2,4]oxadiazol-5-yl]-5-chloro-6-isopropoxy-pyridine

tert butyl trans-3-[3-chloro-4-{5-(5-chloro-6-isopropoxypyridin-3-yl)-1,2,4-oxadiazol-3-yl}phenoxy]cyclobutanecarboxylate

C₂₄H₂₉ClN₄O₅

Refernces

• 1、 -. "OXADIAZOLE SUBSTITUTED INDAZOLE DERIVATIVES FOR USE AS SPHINGOSINE 1-PHOSPHATE 1 (S1P1) RECEPTOR AGONISTS". Page/Page column 19. . Retrieved 2012/11/13.
• 2、 -. "OXADIAZOLE SUBSTITUTED INDAZOLE DERIVATIVES FOR USE AS SPHINGOSINE 1-PHOSPHATE 1 (S1P1) RECEPTOR AGONISTS". Page/Page column 16; 30-31. . Retrieved 2011/07/07.