2-[2-(4-Fluorophenyl)-6-oxo-5-(pyridin-2-ylmethoxycarbonylamino)-1,6-dihydro-1-pyrimidinyl]-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide

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Chemical Name:2-[2-(4-Fluorophenyl)-6-oxo-5-(pyridin-2-ylmethoxycarbonylamino)-1,6-dihydro-1-pyrimidinyl]-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide
CAS No.:148747-82-4
Molecular Formula:C₃₁H₃₉F₄N₅O₅Si
Molecular Weight:665.76
Hs Code.:

2-[2-(4-Fluorophenyl)-6-oxo-5-(pyridin-2-ylmethoxycarbonylamino)-1,6-dihydro-1-pyrimidinyl]-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide

Synonyms:2-[2-(4-Fluorophenyl)-6-oxo-5-(pyridin-2-ylmethoxycarbonylamino)-1,6-dihydro-1-pyrimidinyl]-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide

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Chemical Property of 2-[2-(4-Fluorophenyl)-6-oxo-5-(pyridin-2-ylmethoxycarbonylamino)-1,6-dihydro-1-pyrimidinyl]-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide

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Technology Process of 2-[2-(4-Fluorophenyl)-6-oxo-5-(pyridin-2-ylmethoxycarbonylamino)-1,6-dihydro-1-pyrimidinyl]-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide

There total 13 articles about 2-[2-(4-Fluorophenyl)-6-oxo-5-(pyridin-2-ylmethoxycarbonylamino)-1,6-dihydro-1-pyrimidinyl]-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide 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:

: 1194-02-1,143234-87-1
4-fluorobenzonitrile

: 148747-82-4
2-[2-(4-Fluorophenyl)-6-oxo-5-(pyridin-2-ylmethoxycarbonylamino)-1,6-dihydro-1-pyrimidinyl]-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide

Guidance literature:: Multi-step reaction with 12 steps

1: 103.1 g / HCl / ethanol / 16 h / Ambient temperature

2: 53 percent / methanol / 72 h / 5 °C

3: 73 percent / methanol / 1.5 h / 100 °C

4: 89 percent / pyridine, lithium iodide / 2 h / Heating

5: 1.) Et₃N, diphenyl phosphorazidate / 1.) 100 deg C, 2 h, 2.) 100 deg C, 12 h

6: 1N aq. HCl / tetrahydrofuran / 8 h / Heating

7: sodium chlorite, sodium dihydrogen phosphate monohydrate / tetrahydrofuran; 2-methyl-propan-2-ol; various solvent(s) / 1 h / Ambient temperature

8: 86 percent / 1-hydroxybenzotriazole hydrate, Et₃N, EDC / dimethylformamide / 16 h

9: 5.06 g / 2,6-lutidine / CH₂Cl₂ / 0.75 h

10: H₂ / 10percent Pd/C / ethanol; tetrahydrofuran / 1 h / 2327.2 Torr

11: Et₃N / CH₂Cl₂ / 0.42 h

12: Et₃N / CH₂Cl₂ / 16 h

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; diphenyl phosphoryl azide; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; triethylamine; lithium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jm00001a015

Reference yield:

: 149742-99-4
methyl 1-(2,2-dimethoxyethyl)-2-(4-fluorophenyl)pyrimidin-6(1H)-one-5-carboxylate

: 148747-82-4
2-[2-(4-Fluorophenyl)-6-oxo-5-(pyridin-2-ylmethoxycarbonylamino)-1,6-dihydro-1-pyrimidinyl]-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide

Guidance literature:: Multi-step reaction with 9 steps

1: 89 percent / pyridine, lithium iodide / 2 h / Heating

2: 1.) Et₃N, diphenyl phosphorazidate / 1.) 100 deg C, 2 h, 2.) 100 deg C, 12 h

3: 1N aq. HCl / tetrahydrofuran / 8 h / Heating

4: sodium chlorite, sodium dihydrogen phosphate monohydrate / tetrahydrofuran; 2-methyl-propan-2-ol; various solvent(s) / 1 h / Ambient temperature

5: 86 percent / 1-hydroxybenzotriazole hydrate, Et₃N, EDC / dimethylformamide / 16 h

6: 5.06 g / 2,6-lutidine / CH₂Cl₂ / 0.75 h

7: H₂ / 10percent Pd/C / ethanol; tetrahydrofuran / 1 h / 2327.2 Torr

8: Et₃N / CH₂Cl₂ / 0.42 h

9: Et₃N / CH₂Cl₂ / 16 h

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; diphenyl phosphoryl azide; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; triethylamine; lithium iodide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jm00001a015

Reference yield:

: 149742-96-1
N-(2,2-dimethoxyethyl)-4-(fluorophenyl)carboxamidine

: 148747-82-4
2-[2-(4-Fluorophenyl)-6-oxo-5-(pyridin-2-ylmethoxycarbonylamino)-1,6-dihydro-1-pyrimidinyl]-N-(2-tert-butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropylpropyl)acetamide

Guidance literature:: Multi-step reaction with 10 steps

1: 73 percent / methanol / 1.5 h / 100 °C

2: 89 percent / pyridine, lithium iodide / 2 h / Heating

3: 1.) Et₃N, diphenyl phosphorazidate / 1.) 100 deg C, 2 h, 2.) 100 deg C, 12 h

4: 1N aq. HCl / tetrahydrofuran / 8 h / Heating

5: sodium chlorite, sodium dihydrogen phosphate monohydrate / tetrahydrofuran; 2-methyl-propan-2-ol; various solvent(s) / 1 h / Ambient temperature

6: 86 percent / 1-hydroxybenzotriazole hydrate, Et₃N, EDC / dimethylformamide / 16 h

7: 5.06 g / 2,6-lutidine / CH₂Cl₂ / 0.75 h

8: H₂ / 10percent Pd/C / ethanol; tetrahydrofuran / 1 h / 2327.2 Torr

9: Et₃N / CH₂Cl₂ / 0.42 h

10: Et₃N / CH₂Cl₂ / 16 h

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; sodium chlorite; sodium dihydrogenphosphate; diphenyl phosphoryl azide; hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1-hydroxybenzotriazol-hydrate; triethylamine; lithium iodide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jm00001a015