4-(cyclopropylmethoxy)-N-(8-methyl-3-((tetrahydro-2H-thiopyran-4-ylamino)methyl)quinolin-7-yl)benzamide

Base Information

• Chemical Name: 4-(cyclopropylmethoxy)-N-(8-methyl-3-((tetrahydro-2H-thiopyran-4-ylamino)methyl)quinolin-7-yl)benzamide
• CAS No.: 1190044-52-0
• Molecular Formula: C₂₇H₃₁N₃O₂S
• Molecular Weight: 461.628
• Mol file: 1190044-52-0.mol

Synonyms:4-(cyclopropylmethoxy)-N-(8-methyl-3-((tetrahydro-2H-thiopyran-4-ylamino)methyl)quinolin-7-yl)benzamide

Chemical Property of 4-(cyclopropylmethoxy)-N-(8-methyl-3-((tetrahydro-2H-thiopyran-4-ylamino)methyl)quinolin-7-yl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(cyclopropylmethoxy)-N-(8-methyl-3-((tetrahydro-2H-thiopyran-4-ylamino)methyl)quinolin-7-yl)benzamide

There total 4 articles about 4-(cyclopropylmethoxy)-N-(8-methyl-3-((tetrahydro-2H-thiopyran-4-ylamino)methyl)quinolin-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: 57.0%

Tetrahydrothiopyran-4-one (1072-72-6) + N-(3-(aminomethyl)-8-methylquinolin-7-yl)-4-(cyclopropylmethoxy)benzamide (1190044-51-9) → 4-(cyclopropylmethoxy)-N-(8-methyl-3-((tetrahydro-2H-thiopyran-4-ylamino)methyl)quinolin-7-yl)benzamide (1190044-52-0)

Guidance literature:

Tetrahydrothiopyran-4-one; N-(3-(aminomethyl)-8-methylquinolin-7-yl)-4-(cyclopropylmethoxy)benzamide; With acetic acid; In 1-methyl-pyrrolidin-2-one; at 15 - 30 ℃; for 7h;

With sodium tris(acetoxy)borohydride; acetic acid; In 1-methyl-pyrrolidin-2-one; at 15 - 30 ℃; for 14h;

With sodium hydroxide; In 1-methyl-pyrrolidin-2-one; water;

Reference yield:

4-(cyclopropylmethoxy)-N-(3-formyl-8-methylquinolin-7-yl)benzamide (1018856-62-6) → 4-(cyclopropylmethoxy)-N-(8-methyl-3-((tetrahydro-2H-thiopyran-4-ylamino)methyl)quinolin-7-yl)benzamide (1190044-52-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium tetrahydroborate / methanol; tetrahydrofuran / 2 h / 0 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; diphenyl phosphoryl azide / N,N-dimethyl-formamide / 67 h / 20 °C

3.1: hydrogen / ethyl acetate; methanol / 17 h / 20 °C / 760.05 Torr

4.1: acetic acid / 1-methyl-pyrrolidin-2-one / 7 h / 20 °C

4.2: 14 h / 20 °C

With sodium tetrahydroborate; diphenyl phosphoryl azide; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1111/bph.12529

Reference yield:

4-(cyclopropylmethoxy)-N-(3-(hydroxymethyl)-8-methylquinolin-7-yl)benzamide (1018856-63-7) → 4-(cyclopropylmethoxy)-N-(8-methyl-3-((tetrahydro-2H-thiopyran-4-ylamino)methyl)quinolin-7-yl)benzamide (1190044-52-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; diphenyl phosphoryl azide / N,N-dimethyl-formamide / 67 h / 20 °C

2.1: hydrogen / ethyl acetate; methanol / 17 h / 20 °C / 760.05 Torr

3.1: acetic acid / 1-methyl-pyrrolidin-2-one / 7 h / 20 °C

3.2: 14 h / 20 °C

With diphenyl phosphoryl azide; hydrogen; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1-methyl-pyrrolidin-2-one; methanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1111/bph.12529

upstream raw materials:

Tetrahydrothiopyran-4-one

N-(3-(aminomethyl)-8-methylquinolin-7-yl)-4-(cyclopropylmethoxy)benzamide

4-(cyclopropylmethoxy)-N-(3-formyl-8-methylquinolin-7-yl)benzamide

4-(cyclopropylmethoxy)-N-(3-(hydroxymethyl)-8-methylquinolin-7-yl)benzamide