3-[(1S,2S)-2-hydroxycyclohexyl]-6-{[6-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl]methyl}pyrido[3,4-h]quinazolin-4(3H)-one

Base Information

Chemical Name:3-[(1S,2S)-2-hydroxycyclohexyl]-6-{[6-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl]methyl}pyrido[3,4-h]quinazolin-4(3H)-one
CAS No.:1312165-88-0
Molecular Formula:C₂₇H₂₆N₆O₂
Molecular Weight:466.542
Hs Code.:

Synonyms:3-[(1S,2S)-2-hydroxycyclohexyl]-6-{[6-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl]methyl}pyrido[3,4-h]quinazolin-4(3H)-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3-[(1S,2S)-2-hydroxycyclohexyl]-6-{[6-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl]methyl}pyrido[3,4-h]quinazolin-4(3H)-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 3-[(1S,2S)-2-hydroxycyclohexyl]-6-{[6-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl]methyl}pyrido[3,4-h]quinazolin-4(3H)-one

There total 12 articles about 3-[(1S,2S)-2-hydroxycyclohexyl]-6-{[6-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl]methyl}pyrido[3,4-h]quinazolin-4(3H)-one 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:

: 931-15-7,931-16-8,6850-38-0,6982-39-4,33092-82-9,38898-70-3,74111-21-0,108267-20-5
(1S,2S)-trans-2-aminocyclohexanol

: 1312165-88-0
3-[(1S,2S)-2-hydroxycyclohexyl]-6-{[6-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl]methyl}pyrido[3,4-h]quinazolin-4(3H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane; N,N-dimethyl-formamide / 3 h

2: 3 h / 80 °C

3: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 2 h / 90 °C / Inert atmosphere

4: caesium carbonate / bis(tri-t-butylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 25 h / 85 °C / Inert atmosphere

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; triethylamine; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

: 1312165-75-5
6-[(6-chloropyridin-3-yl)methyl]-3-[(1S,2S)-2-hydroxycyclohexyl]pyrido[3,4-h]quinazolin-4(3H)-one

: 761446-44-0
1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

: 1312165-88-0
3-[(1S,2S)-2-hydroxycyclohexyl]-6-{[6-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl]methyl}pyrido[3,4-h]quinazolin-4(3H)-one

Guidance literature:: With caesium carbonate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; at 85 ℃; for 25h; Inert atmosphere;

Reference yield:

: 187732-93-0
methyl 5-aminoisoquinoline-6-carboxylate

: 1312165-88-0
3-[(1S,2S)-2-hydroxycyclohexyl]-6-{[6-(1-methyl-1H-pyrazol-4-yl)pyridin-3-yl]methyl}pyrido[3,4-h]quinazolin-4(3H)-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: bromine / 1,4-dioxane; tetrachloromethane / 2 h / 0 °C

2.1: sodium hydroxide; water / tetrahydrofuran / 16 h / 90 °C

2.2: pH ~ 3

3.1: (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine / dichloromethane; N,N-dimethyl-formamide / 3 h

4.1: 3 h / 80 °C

5.1: bis(tri-t-butylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 2 h / 90 °C / Inert atmosphere

6.1: caesium carbonate / bis(tri-t-butylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 25 h / 85 °C / Inert atmosphere

With water; bromine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; caesium carbonate; triethylamine; sodium hydroxide; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;