2-(S)-{[4-(3-cyano-phenoxy)-2-pyridin-3-yl-pyrimidin-5-ylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

Base Information

Chemical Name:2-(S)-{[4-(3-cyano-phenoxy)-2-pyridin-3-yl-pyrimidin-5-ylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:1298101-16-2
Molecular Formula:C₂₆H₂₈N₆O₃
Molecular Weight:472.547
Hs Code.:

Synonyms:2-(S)-{[4-(3-cyano-phenoxy)-2-pyridin-3-yl-pyrimidin-5-ylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 2-(S)-{[4-(3-cyano-phenoxy)-2-pyridin-3-yl-pyrimidin-5-ylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of 2-(S)-{[4-(3-cyano-phenoxy)-2-pyridin-3-yl-pyrimidin-5-ylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 6 articles about 2-(S)-{[4-(3-cyano-phenoxy)-2-pyridin-3-yl-pyrimidin-5-ylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester 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:

: 34750-63-5
4-oxo-2-pyridin-3-yl-3,4-dihydro-pyrimidine-5-carboxylic acid ethyl ester

: 1298101-16-2
2-(S)-{[4-(3-cyano-phenoxy)-2-pyridin-3-yl-pyrimidin-5-ylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: N,N-dimethyl-formamide; thionyl chloride / 20 °C

1.2: Cooling

2.1: caesium carbonate / acetonitrile / 2 h / 20 °C

3.1: sodium hydroxide; water / ethanol / 2 h / 20 °C

3.2: pH 2

4.1: triethylamine / 0.5 h / Molecular sieve; Inert atmosphere; Reflux

4.2: 3 h / Inert atmosphere; Reflux

5.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

6.1: acetic acid / 1,2-dichloro-ethane / 0.5 h / 20 °C

6.2: 26 h / 20 °C

With thionyl chloride; water; caesium carbonate; acetic acid; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; sodium hydroxide; In ethanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile;

Reference yield:

: 23255-20-1
3-pyridinecarboximidamide

: 1298101-16-2
2-(S)-{[4-(3-cyano-phenoxy)-2-pyridin-3-yl-pyrimidin-5-ylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium ethanolate; ethanol / 0.17 h / 20 °C

1.2: 5 h / 0 - 20 °C

1.3: pH 5

2.1: N,N-dimethyl-formamide; thionyl chloride / 20 °C

2.2: Cooling

3.1: caesium carbonate / acetonitrile / 2 h / 20 °C

4.1: sodium hydroxide; water / ethanol / 2 h / 20 °C

4.2: pH 2

5.1: triethylamine / 0.5 h / Molecular sieve; Inert atmosphere; Reflux

5.2: 3 h / Inert atmosphere; Reflux

6.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

7.1: acetic acid / 1,2-dichloro-ethane / 0.5 h / 20 °C

7.2: 26 h / 20 °C

With thionyl chloride; ethanol; water; sodium ethanolate; caesium carbonate; acetic acid; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; sodium hydroxide; In ethanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile;

Reference yield:

: 34775-04-7
4-chloro-2-pyridin-3-yl-pyrimidine-5-carboxylic acid ethyl ester

: 1298101-16-2
2-(S)-{[4-(3-cyano-phenoxy)-2-pyridin-3-yl-pyrimidin-5-ylamino]-methyl}-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: caesium carbonate / acetonitrile / 2 h / 20 °C

2.1: sodium hydroxide; water / ethanol / 2 h / 20 °C

2.2: pH 2

3.1: triethylamine / 0.5 h / Molecular sieve; Inert atmosphere; Reflux

3.2: 3 h / Inert atmosphere; Reflux

4.1: trifluoroacetic acid / dichloromethane / 4 h / 20 °C

5.1: acetic acid / 1,2-dichloro-ethane / 0.5 h / 20 °C

5.2: 26 h / 20 °C

With water; caesium carbonate; acetic acid; triethylamine; trifluoroacetic acid; sodium hydroxide; In ethanol; dichloromethane; 1,2-dichloro-ethane; acetonitrile;