(4-((3-chloro-4-fluorophenyl)(methyl)amino)thieno[2,3-d]pyrimidin-6-yl)(1H-indol-2-yl)methanone

Base Information

Chemical Name:(4-((3-chloro-4-fluorophenyl)(methyl)amino)thieno[2,3-d]pyrimidin-6-yl)(1H-indol-2-yl)methanone
CAS No.:1355970-23-8
Molecular Formula:C₂₂H₁₄ClFN₄OS
Molecular Weight:436.897
Hs Code.:

Synonyms:(4-((3-chloro-4-fluorophenyl)(methyl)amino)thieno[2,3-d]pyrimidin-6-yl)(1H-indol-2-yl)methanone

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Chemical Property of (4-((3-chloro-4-fluorophenyl)(methyl)amino)thieno[2,3-d]pyrimidin-6-yl)(1H-indol-2-yl)methanone

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Technology Process of (4-((3-chloro-4-fluorophenyl)(methyl)amino)thieno[2,3-d]pyrimidin-6-yl)(1H-indol-2-yl)methanone

There total 8 articles about (4-((3-chloro-4-fluorophenyl)(methyl)amino)thieno[2,3-d]pyrimidin-6-yl)(1H-indol-2-yl)methanone 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: 74.0%

: 1355970-21-6
(4-((3-chloro-4-fluorophenyl)(methyl)amino)thieno[2,3-d]pyrimidin-6-yl)(1-(phenylsulfonyl)-1H-indol-2-yl)methanone

: 1355970-23-8
(4-((3-chloro-4-fluorophenyl)(methyl)amino)thieno[2,3-d]pyrimidin-6-yl)(1H-indol-2-yl)methanone

Guidance literature:: With water; sodium hydroxide; In tetrahydrofuran; methanol; for 1.5h; Inert atmosphere; Reflux;
DOI:10.1016/j.bmc.2011.11.023

Reference yield:

: 14080-59-2
4-chlorothieno[2,3-d]pyrimidine

: 1355970-23-8
(4-((3-chloro-4-fluorophenyl)(methyl)amino)thieno[2,3-d]pyrimidin-6-yl)(1H-indol-2-yl)methanone

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 4 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: thionyl chloride / 3 h / Inert atmosphere; Reflux

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

3.2: 0.5 h / -78 °C / Inert atmosphere

4.1: butanone / 48 h / Inert atmosphere; Reflux

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / Inert atmosphere

5.2: Inert atmosphere

6.1: water; sodium hydroxide / tetrahydrofuran; methanol / 1.5 h / Inert atmosphere; Reflux

With n-butyllithium; thionyl chloride; water; sodium hydride; sodium hydroxide; In tetrahydrofuran; methanol; hexane; butanone; mineral oil;
DOI:10.1016/j.bmc.2011.11.023

Reference yield:

: 120-72-9
indole

: 1355970-23-8
(4-((3-chloro-4-fluorophenyl)(methyl)amino)thieno[2,3-d]pyrimidin-6-yl)(1H-indol-2-yl)methanone

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

3.1: butanone / 48 h / Inert atmosphere; Reflux

4.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / Inert atmosphere

4.2: Inert atmosphere

5.1: water; sodium hydroxide / tetrahydrofuran; methanol / 1.5 h / Inert atmosphere; Reflux

With n-butyllithium; water; sodium hydride; sodium hydroxide; In tetrahydrofuran; methanol; hexane; butanone; mineral oil;
DOI:10.1016/j.bmc.2011.11.023