6-(4-aminothieno[2,3-d]pyrimidin-5-yl)-N-phenyl-1-naphthalenecarboxamide

Base Information

Chemical Name:6-(4-aminothieno[2,3-d]pyrimidin-5-yl)-N-phenyl-1-naphthalenecarboxamide
CAS No.:1571111-36-8
Molecular Formula:C₂₃H₁₆N₄OS
Molecular Weight:396.472
Hs Code.:

Synonyms:6-(4-aminothieno[2,3-d]pyrimidin-5-yl)-N-phenyl-1-naphthalenecarboxamide

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Chemical Property of 6-(4-aminothieno[2,3-d]pyrimidin-5-yl)-N-phenyl-1-naphthalenecarboxamide

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Technology Process of 6-(4-aminothieno[2,3-d]pyrimidin-5-yl)-N-phenyl-1-naphthalenecarboxamide

There total 9 articles about 6-(4-aminothieno[2,3-d]pyrimidin-5-yl)-N-phenyl-1-naphthalenecarboxamide 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%

: 1337532-92-9
5-bromo-thieno[2,3-d]pyrimidin-4-ylamine

: 1571111-59-5
N-phenyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-naphthalene carboxamide

: 1571111-36-8
6-(4-aminothieno[2,3-d]pyrimidin-5-yl)-N-phenyl-1-naphthalenecarboxamide

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In ethanol; water; toluene; at 85 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ml5000417

Reference yield:

: 814918-95-1
5-bromo-4-chlorothieno[2,3-d]pyrimidine

: 1571111-36-8
6-(4-aminothieno[2,3-d]pyrimidin-5-yl)-N-phenyl-1-naphthalenecarboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: ammonium hydroxide / water / 24 h / 90 °C

2: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethanol; water; toluene / 2 h / 85 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; ammonium hydroxide; sodium carbonate; In ethanol; water; toluene; 2: |Suzuki Coupling;
DOI:10.1021/ml5000417

Reference yield:

: 919363-25-0
6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-naphthalene-1-carboxylic acid methyl ester

: 1571111-36-8
6-(4-aminothieno[2,3-d]pyrimidin-5-yl)-N-phenyl-1-naphthalenecarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hydroxide monohydrate; water / tetrahydrofuran / 12 h / 20 °C

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 0.25 h / 0 °C

2.2: 20 °C

3.1: bis-triphenylphosphine-palladium(II) chloride; sodium carbonate / ethanol; water; toluene / 2 h / 85 °C / Inert atmosphere

With dmap; bis-triphenylphosphine-palladium(II) chloride; lithium hydroxide monohydrate; water; sodium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; 3.1: |Suzuki Coupling;
DOI:10.1021/ml5000417