(R)-N₂-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-(3-(methylsulfonyl)phenyl)-N₄-(1-(trifluoromethyl)cyclopropyl)pyrido[3,2-d]pyrimidine-2,4-diamine

Base Information

• Chemical Name: (R)-N₂-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-(3-(methylsulfonyl)phenyl)-N₄-(1-(trifluoromethyl)cyclopropyl)pyrido[3,2-d]pyrimidine-2,4-diamine
• CAS No.: 1203652-46-3
• Molecular Formula: C₂₈H₂₅F₃N₈O₂S
• Molecular Weight: 594.62

Synonyms:

Chemical Property of (R)-N₂-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-(3-(methylsulfonyl)phenyl)-N₄-(1-(trifluoromethyl)cyclopropyl)pyrido[3,2-d]pyrimidine-2,4-diamine

Chemical Property:

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Useful:

Technology Process of (R)-N₂-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-(3-(methylsulfonyl)phenyl)-N₄-(1-(trifluoromethyl)cyclopropyl)pyrido[3,2-d]pyrimidine-2,4-diamine

There total 7 articles about (R)-N₂-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-(3-(methylsulfonyl)phenyl)-N₄-(1-(trifluoromethyl)cyclopropyl)pyrido[3,2-d]pyrimidine-2,4-diamine 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:

(R)-N2-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-chloro-N4-(1-(trifluoromethyl)cyclopropyl)pyrido[3,2-d]pyrimidine-2,4-diamine (1318780-19-6) + 3-(methanesulfonyl)phenylboronic acid (373384-18-0) → (R)-N2-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-(3-(methylsulfonyl)phenyl)-N4-(1-(trifluoromethyl)cyclopropyl)pyrido[3,2-d]pyrimidine-2,4-diamine (1203652-46-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,2-dimethoxyethane; at 120 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1021/ml200163b

Reference yield:

6-chloropyrido[3,2-d]pyrimidine-2,4(1H,3H)-dione (897360-38-2) → (R)-N2-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-(3-(methylsulfonyl)phenyl)-N4-(1-(trifluoromethyl)cyclopropyl)pyrido[3,2-d]pyrimidine-2,4-diamine (1203652-46-3)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / Reflux

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C / Cooling

3: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 2.5 h / 160 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane / 0.08 h / 120 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; 1,2-dimethoxyethane;

DOI:10.1021/ml200163b

Reference yield:

2,4,6-trichloropyrido[3,2-d]pyrimidine (1036738-12-1) → (R)-N2-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-(3-(methylsulfonyl)phenyl)-N4-(1-(trifluoromethyl)cyclopropyl)pyrido[3,2-d]pyrimidine-2,4-diamine (1203652-46-3)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 °C / Cooling

2: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 2.5 h / 160 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane / 0.08 h / 120 °C / Microwave irradiation

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; 1,2-dimethoxyethane;

DOI:10.1021/ml200163b

upstream raw materials:

6-chloropyrido[3,2-d]pyrimidine-2,4(1H,3H)-dione

2,4,6-trichloropyrido[3,2-d]pyrimidine

(R)-1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethanamine

(R)-N₂-(1-(4-(1H-1,2,4-triazol-1-yl)phenyl)ethyl)-6-chloro-N₄-(1-(trifluoromethyl)cyclopropyl)pyrido[3,2-d]pyrimidine-2,4-diamine

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