N-(3,3,3-Trifluoro-2-hydroxy-1-isopropyl-propyl)-2-(2,4,8-trioxo-6-phenyl-2,3,4,8-tetrahydro-1H-pyrido[3,4-d]pyrimidin-7-yl)-acetamide

Base Information

Chemical Name:N-(3,3,3-Trifluoro-2-hydroxy-1-isopropyl-propyl)-2-(2,4,8-trioxo-6-phenyl-2,3,4,8-tetrahydro-1H-pyrido[3,4-d]pyrimidin-7-yl)-acetamide
CAS No.:174740-72-8
Molecular Formula:C₂₁H₂₁F₃N₄O₅
Molecular Weight:466.417
Hs Code.:

Synonyms:N-(3,3,3-Trifluoro-2-hydroxy-1-isopropyl-propyl)-2-(2,4,8-trioxo-6-phenyl-2,3,4,8-tetrahydro-1H-pyrido[3,4-d]pyrimidin-7-yl)-acetamide

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Chemical Property of N-(3,3,3-Trifluoro-2-hydroxy-1-isopropyl-propyl)-2-(2,4,8-trioxo-6-phenyl-2,3,4,8-tetrahydro-1H-pyrido[3,4-d]pyrimidin-7-yl)-acetamide

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Technology Process of N-(3,3,3-Trifluoro-2-hydroxy-1-isopropyl-propyl)-2-(2,4,8-trioxo-6-phenyl-2,3,4,8-tetrahydro-1H-pyrido[3,4-d]pyrimidin-7-yl)-acetamide

There total 14 articles about N-(3,3,3-Trifluoro-2-hydroxy-1-isopropyl-propyl)-2-(2,4,8-trioxo-6-phenyl-2,3,4,8-tetrahydro-1H-pyrido[3,4-d]pyrimidin-7-yl)-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: 58.0%

: N-[2-(tert-Butyl-dimethyl-silanyloxy)-3,3,3-trifluoro-1-isopropyl-propyl]-2-(2,4,8-trioxo-6-phenyl-2,3,4,8-tetrahydro-1H-pyrido[3,4-d]pyrimidin-7-yl)-acetamide

: 174740-72-8
N-(3,3,3-Trifluoro-2-hydroxy-1-isopropyl-propyl)-2-(2,4,8-trioxo-6-phenyl-2,3,4,8-tetrahydro-1H-pyrido[3,4-d]pyrimidin-7-yl)-acetamide

Guidance literature:: With hydrogen fluoride; In acetonitrile; for 16h;
DOI:10.1021/jm950684z

Reference yield:

: 106746-09-2
3(RS)-amino-1,1,1-trifluoro-2(RS)-hydroxy-4-methylpentane hydrochloride

: 174740-72-8
N-(3,3,3-Trifluoro-2-hydroxy-1-isopropyl-propyl)-2-(2,4,8-trioxo-6-phenyl-2,3,4,8-tetrahydro-1H-pyrido[3,4-d]pyrimidin-7-yl)-acetamide

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) NMM, isobutyl chloroformate / 1.) THF, from -40 deg C to -20 deg C, 1.5 h, 2.) THF, RT, 1.5 h

2: 2,6-lutidine / tetrahydrofuran / 16 h / Ambient temperature

3: 81 percent / N₂H₄*H₂O / 3 h / Heating

4: 48 percent / 24 h / 120 °C / 1 Torr

5: 96 percent / LiI / pyridine / 14 h / Heating

6: 84 percent / diphenyl phosphoroazidate, TEA / dioxane / 4 h / Heating

7: 53 percent / aq. LiOH*H₂O / ethanol / 7 h / 0 °C

8: NH₃, HOBt, EDAC / dimethylformamide / 16 h / Ambient temperature

9: dimethylformamide / 2.5 h / 120 °C

10: 58 percent / aq. HF / acetonitrile / 16 h

With 4-methyl-morpholine; 2,6-dimethylpyridine; lithium hydroxide; TEA; diphenyl phosphoryl azide; hydrogen fluoride; ammonia; benzotriazol-1-ol; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium iodide; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; pyridine; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm950684z

Reference yield:

: 2397-26-4
N,N-dimethyl(chlorophenylmethylene)ammonium chloride

: 174740-72-8
N-(3,3,3-Trifluoro-2-hydroxy-1-isopropyl-propyl)-2-(2,4,8-trioxo-6-phenyl-2,3,4,8-tetrahydro-1H-pyrido[3,4-d]pyrimidin-7-yl)-acetamide

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) NaH / 1.) THF, hexane, RT, 4.5 h, 2.) THF, hexane, RT, 1 h

2: 48 percent / 24 h / 120 °C / 1 Torr

3: 96 percent / LiI / pyridine / 14 h / Heating

4: 84 percent / diphenyl phosphoroazidate, TEA / dioxane / 4 h / Heating

5: 53 percent / aq. LiOH*H₂O / ethanol / 7 h / 0 °C

6: NH₃, HOBt, EDAC / dimethylformamide / 16 h / Ambient temperature

7: dimethylformamide / 2.5 h / 120 °C

8: 58 percent / aq. HF / acetonitrile / 16 h

With lithium hydroxide; TEA; diphenyl phosphoryl azide; hydrogen fluoride; ammonia; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium iodide; In 1,4-dioxane; pyridine; ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm950684z