rac-4-(4-oxo-2-{1-[(pyridin-3-ylmethyl)-amino]-ethyl}-3H-pyrido[2,3-d]pyrimidin-3-yl)-benzonitrile

Base Information

Chemical Name:rac-4-(4-oxo-2-{1-[(pyridin-3-ylmethyl)-amino]-ethyl}-3H-pyrido[2,3-d]pyrimidin-3-yl)-benzonitrile
CAS No.:947536-17-6
Molecular Formula:C₂₂H₁₈N₆O
Molecular Weight:382.425
Hs Code.:

Synonyms:rac-4-(4-oxo-2-{1-[(pyridin-3-ylmethyl)-amino]-ethyl}-3H-pyrido[2,3-d]pyrimidin-3-yl)-benzonitrile

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Chemical Property of rac-4-(4-oxo-2-{1-[(pyridin-3-ylmethyl)-amino]-ethyl}-3H-pyrido[2,3-d]pyrimidin-3-yl)-benzonitrile

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Technology Process of rac-4-(4-oxo-2-{1-[(pyridin-3-ylmethyl)-amino]-ethyl}-3H-pyrido[2,3-d]pyrimidin-3-yl)-benzonitrile

There total 6 articles about rac-4-(4-oxo-2-{1-[(pyridin-3-ylmethyl)-amino]-ethyl}-3H-pyrido[2,3-d]pyrimidin-3-yl)-benzonitrile 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: 57.0%

: 500-22-1
3-pyridinecarboxaldehyde

: 947536-15-4
rac-4-[2-(1-amino-ethyl)-4-oxo-4H-pyrido[2,3-d]pyrimidin-3-yl]-benzonitrile

: 947536-17-6
rac-4-(4-oxo-2-{1-[(pyridin-3-ylmethyl)-amino]-ethyl}-3H-pyrido[2,3-d]pyrimidin-3-yl)-benzonitrile

Guidance literature:: With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; at 20 ℃;
DOI:10.1002/ardp.200700037

Reference yield:

: (R)-{1-[3-(4-iodo-phenylcarbamoyl)-pyridin-2-ylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester

: 947536-17-6
rac-4-(4-oxo-2-{1-[(pyridin-3-ylmethyl)-amino]-ethyl}-3H-pyrido[2,3-d]pyrimidin-3-yl)-benzonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: 59 percent / N-methylmorpholine; isobutyl chloroformate / CH₂Cl₂ / -20 - 20 °C

2: 60 percent / Pd(PPh₃)4 / dimethylformamide / 5 h / 80 °C

3: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 20 °C

4: 57 percent / sodium triacetoxyborohydride / 1,2-dichloro-ethane / 20 °C

With 4-methyl-morpholine; sodium tris(acetoxy)borohydride; trifluoroacetic acid; isobutyl chloroformate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1002/ardp.200700037

Reference yield:

: 873191-24-3
(R)-{1-[3-(4-iodo-phenyl)-4-oxo-3,4-dihydro-pyrido[2,3-d]pyrimidin-2-yl]-ethyl}-carbamic acid tert-butyl ester

: 947536-17-6
rac-4-(4-oxo-2-{1-[(pyridin-3-ylmethyl)-amino]-ethyl}-3H-pyrido[2,3-d]pyrimidin-3-yl)-benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / Pd(PPh₃)4 / dimethylformamide / 5 h / 80 °C

2: 100 percent / trifluoroacetic acid / CH₂Cl₂ / 20 °C

3: 57 percent / sodium triacetoxyborohydride / 1,2-dichloro-ethane / 20 °C

With sodium tris(acetoxy)borohydride; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1002/ardp.200700037