N-(1-hydroxymethyl-2-phenylethyl)-6-hydroxy-7-methoxy-2-methylquinoline-3-carboxamide

Base Information

Chemical Name:N-(1-hydroxymethyl-2-phenylethyl)-6-hydroxy-7-methoxy-2-methylquinoline-3-carboxamide
CAS No.:883251-40-9
Molecular Formula:C₂₁H₂₂N₂O₄
Molecular Weight:366.417
Hs Code.:

Synonyms:N-(1-hydroxymethyl-2-phenylethyl)-6-hydroxy-7-methoxy-2-methylquinoline-3-carboxamide

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Chemical Property of N-(1-hydroxymethyl-2-phenylethyl)-6-hydroxy-7-methoxy-2-methylquinoline-3-carboxamide

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Technology Process of N-(1-hydroxymethyl-2-phenylethyl)-6-hydroxy-7-methoxy-2-methylquinoline-3-carboxamide

There total 8 articles about N-(1-hydroxymethyl-2-phenylethyl)-6-hydroxy-7-methoxy-2-methylquinoline-3-carboxamide 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%

: 883251-21-6
N-(1-hydroxymethyl-2-phenylethyl)-6-benzyloxy-7-methoxy-2-methylquinoline-3-carboxamide

: 883251-40-9
N-(1-hydroxymethyl-2-phenylethyl)-6-hydroxy-7-methoxy-2-methylquinoline-3-carboxamide

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 24h;
DOI:10.1039/b516737j

Reference yield:

: 6-(p-tolylaminomethylidene)-4-benzyloxy-3-methoxyaniline

: 883251-40-9
N-(1-hydroxymethyl-2-phenylethyl)-6-hydroxy-7-methoxy-2-methylquinoline-3-carboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / ethanol / 10 h / Heating

2: 82 percent / LiOH*H₂O / ethanol / 3 h / Heating

3: oxalyl chloride; DMF / CH₂Cl₂ / 12 h / 20 °C

4: 418 mg / Et₃N / CH₂Cl₂ / 19 h / -5 - 20 °C

5: 97 percent / H₂ / Pd/C / methanol / 24 h / 20 °C

With lithium hydroxide; oxalyl dichloride; hydrogen; triethylamine; N,N-dimethyl-formamide; palladium on activated charcoal; In methanol; ethanol; dichloromethane;
DOI:10.1039/b516737j

Reference yield:

: (5-benzyloxy-4-methoxy-2-nitrobenzylidene)-p-tolylamine

: 883251-40-9
N-(1-hydroxymethyl-2-phenylethyl)-6-hydroxy-7-methoxy-2-methylquinoline-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: Na₂S*H₂O / ethanol / 4 h / 0 °C

2: 89 percent / ethanol / 10 h / Heating

3: 82 percent / LiOH*H₂O / ethanol / 3 h / Heating

4: oxalyl chloride; DMF / CH₂Cl₂ / 12 h / 20 °C

5: 418 mg / Et₃N / CH₂Cl₂ / 19 h / -5 - 20 °C

6: 97 percent / H₂ / Pd/C / methanol / 24 h / 20 °C

With sodium sulfide; lithium hydroxide; oxalyl dichloride; hydrogen; triethylamine; N,N-dimethyl-formamide; palladium on activated charcoal; In methanol; ethanol; dichloromethane;
DOI:10.1039/b516737j