4-(cyclopropylmethoxy)-N-{3-[(1S)-1-hydroxyethyl]-8-methylquinolin-7-yl}benzamide

Base Information

Chemical Name:4-(cyclopropylmethoxy)-N-{3-[(1S)-1-hydroxyethyl]-8-methylquinolin-7-yl}benzamide
CAS No.:1373823-34-7
Molecular Formula:C₂₃H₂₄N₂O₃
Molecular Weight:376.455
Hs Code.:

Synonyms:4-(cyclopropylmethoxy)-N-{3-[(1S)-1-hydroxyethyl]-8-methylquinolin-7-yl}benzamide

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Chemical Property of 4-(cyclopropylmethoxy)-N-{3-[(1S)-1-hydroxyethyl]-8-methylquinolin-7-yl}benzamide

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Technology Process of 4-(cyclopropylmethoxy)-N-{3-[(1S)-1-hydroxyethyl]-8-methylquinolin-7-yl}benzamide

There total 7 articles about 4-(cyclopropylmethoxy)-N-{3-[(1S)-1-hydroxyethyl]-8-methylquinolin-7-yl}benzamide 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: 100.0%

: 1373823-11-0
N-(3-acetyl-8-methylquinolin-7-yl)-4-(cyclopropylmethoxy)-benzamide

: 1373823-34-7
4-(cyclopropylmethoxy)-N-{3-[(1S)-1-hydroxyethyl]-8-methylquinolin-7-yl}benzamide

Guidance literature:: With potassium tert-butylate; hydrogen; isopropyl alcohol; In N,N-dimethyl-formamide; at 20 ℃; for 24.5h; optical yield given as %ee; Autoclave; Inert atmosphere;
DOI:10.1021/jm300167z

Reference yield:

: 355391-05-8
4-(cyclopropylmethoxy)benzoic acid

: 1373823-34-7
4-(cyclopropylmethoxy)-N-{3-[(1S)-1-hydroxyethyl]-8-methylquinolin-7-yl}benzamide

Guidance literature:: Multi-step reaction with 5 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 20 °C

2: pyridine / tetrahydrofuran / 16 h / 0 - 20 °C / Cooling with ice

3: tetrahydrofuran / 0 - 20 °C

4: manganese(IV) oxide / tetrahydrofuran / 24 h / Reflux

5: potassium tert-butylate; hydrogen; isopropyl alcohol / N,N-dimethyl-formamide / 24.5 h / 20 °C / Autoclave; Inert atmosphere

With pyridine; manganese(IV) oxide; oxalyl dichloride; potassium tert-butylate; hydrogen; N,N-dimethyl-formamide; isopropyl alcohol; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm300167z

Reference yield:

: methyl 4-(cyclopropylmethoxy)benzoate

: 1373823-34-7
4-(cyclopropylmethoxy)-N-{3-[(1S)-1-hydroxyethyl]-8-methylquinolin-7-yl}benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: methanol; sodium hydroxide / tetrahydrofuran / 3 h / 60 °C

2: oxalyl dichloride; N,N-dimethyl-formamide / tetrahydrofuran / 20 °C

3: pyridine / tetrahydrofuran / 16 h / 0 - 20 °C / Cooling with ice

4: tetrahydrofuran / 0 - 20 °C

5: manganese(IV) oxide / tetrahydrofuran / 24 h / Reflux

6: potassium tert-butylate; hydrogen; isopropyl alcohol / N,N-dimethyl-formamide / 24.5 h / 20 °C / Autoclave; Inert atmosphere

With pyridine; methanol; manganese(IV) oxide; oxalyl dichloride; potassium tert-butylate; hydrogen; N,N-dimethyl-formamide; isopropyl alcohol; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm300167z