4-{2-amino-6-[(3R)-3-methyl-4-morpholinyl]-4-pyrimidinyl}-2-fluorobenzonitrile

Base Information

Chemical Name:4-{2-amino-6-[(3R)-3-methyl-4-morpholinyl]-4-pyrimidinyl}-2-fluorobenzonitrile
CAS No.:1227911-27-4
Molecular Formula:C₁₆H₁₆FN₅O
Molecular Weight:313.334
Hs Code.:

Synonyms:4-{2-amino-6-[(3R)-3-methyl-4-morpholinyl]-4-pyrimidinyl}-2-fluorobenzonitrile

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Chemical Property of 4-{2-amino-6-[(3R)-3-methyl-4-morpholinyl]-4-pyrimidinyl}-2-fluorobenzonitrile

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Technology Process of 4-{2-amino-6-[(3R)-3-methyl-4-morpholinyl]-4-pyrimidinyl}-2-fluorobenzonitrile

There total 3 articles about 4-{2-amino-6-[(3R)-3-methyl-4-morpholinyl]-4-pyrimidinyl}-2-fluorobenzonitrile 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:

: 843663-18-3
(4-cyano-3-fluorophenyl)boronic acid

: 1227911-26-3
4-chloro-6-[(3R)-3-methyl-4-morpholinyl]-2-pyrimidinamine

: 1227911-27-4
4-{2-amino-6-[(3R)-3-methyl-4-morpholinyl]-4-pyrimidinyl}-2-fluorobenzonitrile

Guidance literature:: With sodium hydrogencarbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 95 ℃; Inert atmosphere; Sealed tube;

Reference yield:

: 120800-86-4
(5R)-5-methyl-4-(phenylmethyl)-3-morpholinone

: 1227911-27-4
4-{2-amino-6-[(3R)-3-methyl-4-morpholinyl]-4-pyrimidinyl}-2-fluorobenzonitrile

Guidance literature:: Multi-step reaction with 4 steps

1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 0 - 60 °C

2: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 20 °C

3: methanol; ethanol / 50 - 100 °C

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / 1,4-dioxane; water / 95 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; sodium bis(2-methoxyethoxy)aluminium dihydride; In 1,4-dioxane; methanol; ethanol; water; toluene; 4: Suzuki coupling;
DOI:10.1021/jm101527u

Reference yield:

: 74571-98-5
(3R)-3-methyl-4-(phenylmethyl)morpholine

: 1227911-27-4
4-{2-amino-6-[(3R)-3-methyl-4-morpholinyl]-4-pyrimidinyl}-2-fluorobenzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 20 °C

2: methanol; ethanol / 50 - 100 °C

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate / 1,4-dioxane; water / 95 °C

With hydrogenchloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; In 1,4-dioxane; methanol; ethanol; water; 3: Suzuki coupling;
DOI:10.1021/jm101527u