(E)-4-bromo-N-(4-((3-chloro-4-fluorophenyl)amino)thieno[2,3-d]pyrimidin-6-yl)but-2-enamide

Base Information

Chemical Name:(E)-4-bromo-N-(4-((3-chloro-4-fluorophenyl)amino)thieno[2,3-d]pyrimidin-6-yl)but-2-enamide
CAS No.:1595286-22-8
Molecular Formula:C₁₆H₁₁BrClFN₄OS
Molecular Weight:441.711
Hs Code.:

Synonyms:(E)-4-bromo-N-(4-((3-chloro-4-fluorophenyl)amino)thieno[2,3-d]pyrimidin-6-yl)but-2-enamide

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Chemical Property of (E)-4-bromo-N-(4-((3-chloro-4-fluorophenyl)amino)thieno[2,3-d]pyrimidin-6-yl)but-2-enamide

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Technology Process of (E)-4-bromo-N-(4-((3-chloro-4-fluorophenyl)amino)thieno[2,3-d]pyrimidin-6-yl)but-2-enamide

There total 13 articles about (E)-4-bromo-N-(4-((3-chloro-4-fluorophenyl)amino)thieno[2,3-d]pyrimidin-6-yl)but-2-enamide 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:

: 13991-36-1
4-bromocrotonic acid

: 1595286-21-7
N⁴-(3-chloro-4-fluorophenyl)thieno[2,3-d]pyrimidine-4,6-diamine

: 1595286-22-8
(E)-4-bromo-N-(4-((3-chloro-4-fluorophenyl)amino)thieno[2,3-d]pyrimidin-6-yl)but-2-enamide

: 1595286-23-9
(E)-4-chloro-N-(4-((3-chloro-4-fluorophenyl)amino)thieno[2,3-d]pyrimidin-6-yl)but-2-enamide

Guidance literature:: 4-bromocrotonic acid; With thionyl chloride; In dichloromethane; at 20 ℃;

N⁴-(3-chloro-4-fluorophenyl)thieno[2,3-d]pyrimidine-4,6-diamine; With pyridine; In tetrahydrofuran; at 0 - 20 ℃; Overall yield = 60 %;
DOI:10.1016/j.bmc.2014.01.035

Reference yield:

: 99083-25-7
4-bromocrotonyl chloride

: 1595286-21-7
N⁴-(3-chloro-4-fluorophenyl)thieno[2,3-d]pyrimidine-4,6-diamine

: 1595286-22-8
(E)-4-bromo-N-(4-((3-chloro-4-fluorophenyl)amino)thieno[2,3-d]pyrimidin-6-yl)but-2-enamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 0 ℃;
DOI:10.1002/ardp.201400098

Reference yield:

: 55654-21-2
methyl 2-formylaminothiophene-3-carboxylate

: 1595286-22-8
(E)-4-bromo-N-(4-((3-chloro-4-fluorophenyl)amino)thieno[2,3-d]pyrimidin-6-yl)but-2-enamide

Guidance literature:: Multi-step reaction with 6 steps

1: formamide; ammonium formate / 4 h / 150 °C

2: nitric acid / sulfuric acid / 1 h / 0 °C

3: trichlorophosphate / 3 h / 80 °C

4: isopropyl alcohol / 3 h / Reflux

5: iron; acetic acid / ethanol / 3 h / Reflux

6: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 0 °C

With nitric acid; ammonium formate; iron; formamide; acetic acid; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In tetrahydrofuran; ethanol; sulfuric acid; isopropyl alcohol;
DOI:10.1002/ardp.201400098