5-(4-aminophenyl)-6-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thieno[2,3-d]pyrimidin-4-amine

Base Information

• Chemical Name: 5-(4-aminophenyl)-6-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thieno[2,3-d]pyrimidin-4-amine
• CAS No.: 1055710-56-9
• Molecular Formula: C₂₀H₂₈N₄OSSi
• Molecular Weight: 400.62
• Mol file: 1055710-56-9.mol

Synonyms:5-(4-aminophenyl)-6-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thieno[2,3-d]pyrimidin-4-amine

Chemical Property of 5-(4-aminophenyl)-6-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thieno[2,3-d]pyrimidin-4-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(4-aminophenyl)-6-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thieno[2,3-d]pyrimidin-4-amine

There total 6 articles about 5-(4-aminophenyl)-6-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thieno[2,3-d]pyrimidin-4-amine 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:

6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(4-nitro-phenyl)-thieno[2,3-d]pyrimidin-4-ylamine → 5-(4-aminophenyl)-6-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thieno[2,3-d]pyrimidin-4-amine (1055710-56-9)

Guidance literature:

With iron; ammonium chloride; In tetrahydrofuran; ethanol; at 80 ℃; for 2h;

DOI:10.1021/jm050458h

Reference yield:

4-{[tert-butyl (dimethyl)silyl]oxy}-1-(4-nitrophenyl)butan-1-one (605661-31-2) → 5-(4-aminophenyl)-6-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thieno[2,3-d]pyrimidin-4-amine (1055710-56-9)

Guidance literature:

Multi-step reaction with 4 steps

1: NH₄OAc; AcOH / benzene / 18 h / Heating

2: Et₂NH; sulfur / ethanol / 1.5 h / 70 °C

3: 1.17 h / 180 °C / microwave irradiation

4: Fe; aq. NH₄Cl / ethanol; tetrahydrofuran / 2 h / 80 °C

With ammonium acetate; iron; ammonium chloride; sulfur; acetic acid; diethylamine; In tetrahydrofuran; ethanol; benzene; 1: Knoevenagel condensation / 2: Gewald reaction;

DOI:10.1021/jm050458h

Reference yield:

2-[4-(tert-butyl-dimethyl-silanyloxy)-1-(4-nitro-phenyl)-butylidene]-malononitrile → 5-(4-aminophenyl)-6-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thieno[2,3-d]pyrimidin-4-amine (1055710-56-9)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₂NH; sulfur / ethanol / 1.5 h / 70 °C

2: 1.17 h / 180 °C / microwave irradiation

3: Fe; aq. NH₄Cl / ethanol; tetrahydrofuran / 2 h / 80 °C

With iron; ammonium chloride; sulfur; diethylamine; In tetrahydrofuran; ethanol; 1: Gewald reaction;

DOI:10.1021/jm050458h

upstream raw materials:

4-{[tert-butyl (dimethyl)silyl]oxy}-1-(4-nitrophenyl)butan-1-one

1-iodo-3-(tert-butyldimethylsilyloxy)propane

4-nitro-benzoyl chloride

Downstream raw materials:

N-{4-[4-amino-6-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thieno[2,3-d]pyrimidin-5-yl]phenyl}-N'-(3-cyanophenyl)urea

N-{4-[4-amino-6-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thieno[2,3-d]pyrimidin-5-yl]phenyl}-N'-(3-ethylphenyl)urea

N-{4-[4-amino-6-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thieno[2,3-d]pyrimidin-5-yl]phenyl}-N'-(3-bromophenyl)urea

N-{4-[4-amino-6-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)thieno[2,3-d]pyrimidin-5-yl]phenyl}-N'-[2-fluoro-5-(trifluorometh yl)phenyl]urea