7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-2-(methylamino)-6-phenyl-1,3-benzoxazole-4-carbonitrile

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Chemical Name:7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-2-(methylamino)-6-phenyl-1,3-benzoxazole-4-carbonitrile
CAS No.:927390-36-1
Molecular Formula:C₂₂H₂₅N₅O
Molecular Weight:375.473
Hs Code.:

Synonyms:7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-2-(methylamino)-6-phenyl-1,3-benzoxazole-4-carbonitrile

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Chemical Property of 7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-2-(methylamino)-6-phenyl-1,3-benzoxazole-4-carbonitrile

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Technology Process of 7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-2-(methylamino)-6-phenyl-1,3-benzoxazole-4-carbonitrile

There total 6 articles about 7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-2-(methylamino)-6-phenyl-1,3-benzoxazole-4-carbonitrile 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: 27.0%

: 927390-35-0
7-fluoro-5-methyl-2-(methylamino)-6-phenyl-1,3-benzoxazole-4-carbonitrile

: (S)?N,N-dimethylpyrrolidin-3-amine

: 927390-36-1
7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-2-(methylamino)-6-phenyl-1,3-benzoxazole-4-carbonitrile

Guidance literature:: With triethylamine; In dimethyl sulfoxide; at 150 ℃; for 4h;

Reference yield:

: 927389-30-8
2-amino-5-bromo-4-fluoro-3-hydroxy-6-methylbenzonitrile

: 927390-36-1
7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-2-(methylamino)-6-phenyl-1,3-benzoxazole-4-carbonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water

2: pyridine / 3 h / Reflux

3: thionyl chloride / 1 h / 70 °C

4: N-ethyl-N,N-diisopropylamine / tetrahydrofuran; dichloromethane / 3 h / 60 °C / Sealed tube

5: triethylamine / dimethyl sulfoxide / 4 h / 150 °C / Sealed tube

With pyridine; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1248/cpb.59.341

Reference yield:

: 927388-83-8
2-amino-4-fluoro-3-hydroxy-6-methyl-5-phenylbenzonitrile

: 927390-36-1
7-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-methyl-2-(methylamino)-6-phenyl-1,3-benzoxazole-4-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 3 h / Reflux

2: thionyl chloride / 1 h / 70 °C

3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran; dichloromethane / 3 h / 60 °C / Sealed tube

4: triethylamine / dimethyl sulfoxide / 4 h / 150 °C / Sealed tube

With pyridine; thionyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1248/cpb.59.341