(rac)-ethyl[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]carbamate

Base Information

• Chemical Name: (rac)-ethyl[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]carbamate
• CAS No.: 1427314-15-5
• Molecular Formula: C₂₂H₂₂F₂N₄O₄S
• Molecular Weight: 476.504

Synonyms:(rac)-ethyl[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]carbamate

Chemical Property of (rac)-ethyl[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]carbamate

Chemical Property:

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Technology Process of (rac)-ethyl[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]carbamate

There total 8 articles about (rac)-ethyl[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]carbamate 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:

(rac)-ethyl [(3-aminobenzyl)(methyl)oxido-λ6-sulfanylidene]carbamate (1414944-22-1) + 2-chloro-5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidine (1426215-30-6) → (rac)-ethyl[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ6-sulfanylidene]carbamate (1427314-15-5)

Guidance literature:

With potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; XPhos; In 1-methyl-pyrrolidin-2-one; toluene; at 130 ℃; for 3h; Inert atmosphere; Microwave irradiation;

Reference yield:

(rac)-2,2,2-trifluoro-N-[methyl(3-nitrobenzyl)oxido-λ6-sulfanylidene]acetamide (1414944-15-2) → (rac)-ethyl[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ6-sulfanylidene]carbamate (1427314-15-5)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / methanol / 1 h / 20 °C

2: pyridine / 24 h / 0 - 20 °C

3: hydrogenchloride; titanium(III) chloride / tetrahydrofuran / 18 h / 20 °C

4: potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; XPhos / 1-methyl-pyrrolidin-2-one; toluene / 3 h / 130 °C / Inert atmosphere; Microwave irradiation

With pyridine; hydrogenchloride; potassium phosphate; titanium(III) chloride; chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; potassium carbonate; XPhos; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; toluene;

Reference yield:

(rac)-1-[(S-methylsulfonimidoyl)methyl]-3-nitrobenzene (1414944-18-5) → (rac)-ethyl[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ6-sulfanylidene]carbamate (1427314-15-5)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 24 h / 0 - 20 °C

2: hydrogenchloride; titanium(III) chloride / tetrahydrofuran / 18 h / 20 °C

3: potassium phosphate; chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; XPhos / 1-methyl-pyrrolidin-2-one; toluene / 3 h / 130 °C / Inert atmosphere; Microwave irradiation

With pyridine; hydrogenchloride; potassium phosphate; titanium(III) chloride; chloro(2-dicyclohexylphosphino-2’,4’,6’-tri-i-propyl-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct; XPhos; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; toluene;

upstream raw materials:

(rac)-2,2,2-trifluoro-N-[methyl(3-nitrobenzyl)oxido-λ⁶-sulfanylidene]acetamide

(rac)-1-[(S-methylsulfonimidoyl)methyl]-3-nitrobenzene

(rac)-ethyl [methyl(3-nitrobenzyl)oxido-λ⁶-sulfanylidene]carbamate

(rac)-ethyl [(3-aminobenzyl)(methyl)oxido-λ⁶-sulfanylidene]carbamate

Downstream raw materials:

(rac)-5-fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{3-[(S-methylsulfonimidoyl)methyl]phenyl}-pyrimidin-2-amine

(rac)-1-[(3-{[5-fluoro-4-(4-fluoro-2-methoxyphenyl)pyrimidin-2-yl]amino}benzyl)(methyl)oxido-λ⁶-sulfanylidene]-3-methylurea

5-fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{3-[(S-methylsulfonimidoyl)methyl]-phenyl}pyrimidin-2-amine

5-fluoro-4-(4-fluoro-2-methoxyphenyl)-N-{3-[(S-methylsulfonimidoyl)methyl]-phenyl}pyrimidin-2-amine

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