4-amino-N-(1-((4-chloro-3-(piperazin-1-ylmethyl)phenyl)amino)-6-methylisoquinolin-5-yl)thieno[3,2-d]pyrimidine-7-carboxamide hydrochloride

Base Information

• Chemical Name: 4-amino-N-(1-((4-chloro-3-(piperazin-1-ylmethyl)phenyl)amino)-6-methylisoquinolin-5-yl)thieno[3,2-d]pyrimidine-7-carboxamide hydrochloride
• CAS No.: 1446112-30-6
• Molecular Formula: C₂₈H₂₇ClN₈OS*ClH
• Molecular Weight: 595.555
• Mol file: 1446112-30-6.mol

Synonyms:

Chemical Property of 4-amino-N-(1-((4-chloro-3-(piperazin-1-ylmethyl)phenyl)amino)-6-methylisoquinolin-5-yl)thieno[3,2-d]pyrimidine-7-carboxamide hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-amino-N-(1-((4-chloro-3-(piperazin-1-ylmethyl)phenyl)amino)-6-methylisoquinolin-5-yl)thieno[3,2-d]pyrimidine-7-carboxamide hydrochloride

There total 17 articles about 4-amino-N-(1-((4-chloro-3-(piperazin-1-ylmethyl)phenyl)amino)-6-methylisoquinolin-5-yl)thieno[3,2-d]pyrimidine-7-carboxamide hydrochloride 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:

7-bromo-4-chlorothieno[3,2-d]pyrimidine (31169-27-4) → 4-amino-N-(1-((4-chloro-3-(piperazin-1-ylmethyl)phenyl)amino)-6-methylisoquinolin-5-yl)thieno[3,2-d]pyrimidine-7-carboxamide hydrochloride (1446112-30-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: ammonia / isopropyl alcohol / 7 h / 95 - 100 °C / Sealed tube

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / 1,4-dioxane / Reflux

3.1: ozone / chloroform; methanol / -78 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: sodium dihydrogenphosphate dihydrate; sodium chlorite / water; acetone; dimethyl sulfoxide / 0 - 3 °C

5.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h

6.1: hydrogenchloride / 1,4-dioxane; ethyl acetate / 20 °C

With hydrogenchloride; sodium chlorite; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium dihydrogenphosphate dihydrate; ammonia; ozone; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; methanol; chloroform; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; isopropyl alcohol; acetone;

Reference yield:

2-chloro-5-nitrobenzaldehyde (6361-21-3) → 4-amino-N-(1-((4-chloro-3-(piperazin-1-ylmethyl)phenyl)amino)-6-methylisoquinolin-5-yl)thieno[3,2-d]pyrimidine-7-carboxamide hydrochloride (1446112-30-6)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium tris(acetoxy)borohydride / dichloromethane / 3 h / 0 - 20 °C

2: iron; hydrogenchloride / water; ethanol / 1 h / Reflux

3: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate / 1,4-dioxane / 3 h / 130 °C / Sealed tube

4: iron; hydrogenchloride / water; ethanol / 3 h / Reflux

5: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h

6: hydrogenchloride / 1,4-dioxane; ethyl acetate / 20 °C

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium tris(acetoxy)borohydride; iron; caesium carbonate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

7-bromothieno[3,2-d]pyrimidine-4-amine (1318133-32-2) → 4-amino-N-(1-((4-chloro-3-(piperazin-1-ylmethyl)phenyl)amino)-6-methylisoquinolin-5-yl)thieno[3,2-d]pyrimidine-7-carboxamide hydrochloride (1446112-30-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / 1,4-dioxane / Reflux

2.1: ozone / chloroform; methanol / -78 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: sodium dihydrogenphosphate dihydrate; sodium chlorite / water; acetone; dimethyl sulfoxide / 0 - 3 °C

4.1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h

5.1: hydrogenchloride / 1,4-dioxane; ethyl acetate / 20 °C

With hydrogenchloride; sodium chlorite; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium dihydrogenphosphate dihydrate; ozone; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; methanol; chloroform; water; dimethyl sulfoxide; ethyl acetate; N,N-dimethyl-formamide; acetone;

upstream raw materials:

7-bromo-4-chlorothieno[3,2-d]pyrimidine

7-bromothieno[3,2-d]pyrimidine-4-amine

2-chloro-5-nitrobenzaldehyde

7-vinylthieno[3,2-d]pyrimidine-4-amine