3-Hydroxy-6-Methoxy-quinoline-4-carboxylic acid Methyl ester

Base Information

• Chemical Name: 3-Hydroxy-6-Methoxy-quinoline-4-carboxylic acid Methyl ester
• CAS No.: 1263284-48-5
• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.224
• Hs Code.: 2933499090
• Mol file: 1263284-48-5.mol

Synonyms:3-Hydroxy-6-Methoxy-quinoline-4-carboxylic acid Methyl ester;Methyl 3-hydroxy-6-Methoxyquinoline-4-carboxylate

Chemical Property of 3-Hydroxy-6-Methoxy-quinoline-4-carboxylic acid Methyl ester

Chemical Property:

• PSA: 68.65000
• LogP: 1.73560
• Storage Temp.: 2-8°C

Purity/Quality:

98.5% ^*data from raw suppliers

Methyl3-Hydroxy-6-Methoxyquinoline-4-Carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Hydroxy-6-Methoxy-quinoline-4-carboxylic acid Methyl ester

There total 1 articles about 3-Hydroxy-6-Methoxy-quinoline-4-carboxylic acid Methyl ester 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%

methanol (67-56-1) + 3-hydroxy-6-methoxy-quinoline-4-carboxylic acid (857758-51-1) → 3-hydroxy-6-methoxyquinoline-4-carboxylic acid methyl ester (1263284-48-5)

Guidance literature:

methanol; 3-hydroxy-6-methoxy-quinoline-4-carboxylic acid; With sulfuric acid; at 20 - 65 ℃; Inert atmosphere;

With sodium hydrogencarbonate; In water; at 0 ℃; Inert atmosphere;

Reference yield:

3-hydroxy-6-methoxyquinoline-4-carboxylic acid methyl ester (1263284-48-5) → [trans-4-(2,4-dihydroxy-6-methoxy-3,4-dihydro-2H-1-oxa-9-aza-phenanthren-3-yl)-cyclohexyl]-carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere; Cooling with ice

2.1: manganese(IV) oxide / acetone / 2 h / 20 °C / Inert atmosphere

3.1: L-proline / water; dimethyl sulfoxide / 14 h / 20 °C / Inert atmosphere

With manganese(IV) oxide; lithium aluminium tetrahydride; L-proline; In tetrahydrofuran; water; dimethyl sulfoxide; acetone; 3.1: Aldol Condensation;

Reference yield:

3-hydroxy-6-methoxyquinoline-4-carboxylic acid methyl ester (1263284-48-5) → acetic acid 3-(trans-4-tert-butoxycarbonylamino-cyclohexyl)-6-methoxy-3,4-dihydro-2H-1-oxa-9-aza-phenanthren-2-yl ester

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere; Cooling with ice

2.1: manganese(IV) oxide / acetone / 2 h / 20 °C / Inert atmosphere

3.1: L-proline / water; dimethyl sulfoxide / 14 h / 20 °C / Inert atmosphere

4.1: pyridine / acetone / 14 h / 50 °C / Inert atmosphere

With pyridine; manganese(IV) oxide; lithium aluminium tetrahydride; L-proline; In tetrahydrofuran; water; dimethyl sulfoxide; acetone; 3.1: Aldol Condensation;

upstream raw materials:

methanol

3-hydroxy-6-methoxy-quinoline-4-carboxylic acid

Downstream raw materials:

6-methoxy-3-(4-methoxy-benzylsulfanyl)-quinoline-4-carboxylic acid methyl ester