N₂-(3,5-dimethyl-4-hydroxymethyl)phenyl-5-methyl-N₄-(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)-2,4-pyrimidinediamine

Base Information

• Chemical Name: N₂-(3,5-dimethyl-4-hydroxymethyl)phenyl-5-methyl-N₄-(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)-2,4-pyrimidinediamine
• CAS No.: 1357101-75-7
• Molecular Formula: C₂₁H₂₁N₅O₃
• Molecular Weight: 391.429

Synonyms:N₂-(3,5-dimethyl-4-hydroxymethyl)phenyl-5-methyl-N₄-(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)-2,4-pyrimidinediamine

Chemical Property of N₂-(3,5-dimethyl-4-hydroxymethyl)phenyl-5-methyl-N₄-(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)-2,4-pyrimidinediamine

Chemical Property:

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Technology Process of N₂-(3,5-dimethyl-4-hydroxymethyl)phenyl-5-methyl-N₄-(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)-2,4-pyrimidinediamine

There total 10 articles about N₂-(3,5-dimethyl-4-hydroxymethyl)phenyl-5-methyl-N₄-(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)-2,4-pyrimidinediamine 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:

N2-(4-carboxy-3,5-dimethyl)phenyl-5-methyl-N4-(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)-2,4-pyrimidinediamine (1357101-73-5) → N2-(3,5-dimethyl-4-hydroxymethyl)phenyl-5-methyl-N4-(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)-2,4-pyrimidinediamine (1357101-75-7)

Guidance literature:

N₂-(4-carboxy-3,5-dimethyl)phenyl-5-methyl-N₄-(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)-2,4-pyrimidinediamine; With borane-THF; In tetrahydrofuran; at 0 - 20 ℃;

With hydrogenchloride; methanol; In tetrahydrofuran; 1,4-dioxane; methanol; pH=7;

Reference yield:

N-(4-bromo-3,5-dimethylphenyl)-2,2,2-trifluoro-acetamide (306297-11-0) → N2-(3,5-dimethyl-4-hydroxymethyl)phenyl-5-methyl-N4-(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)-2,4-pyrimidinediamine (1357101-75-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: methyllithium / diethyl ether; tetrahydrofuran / -78 °C

1.2: 0.08 h / -78 °C

1.3: 3.5 h / -78 - 20 °C

2.1: sodium hydroxide; water / methanol / 20 - 60 °C

3.1: trifluoroacetic acid / isopropyl alcohol / 100 °C / Sealed tube

4.1: hydrogenchloride / 1,4-dioxane; methanol / 8 h / 40 - 50 °C

4.2: pH 3

5.1: borane-THF / tetrahydrofuran / 0 - 20 °C

5.2: pH 7

With hydrogenchloride; borane-THF; water; methyllithium; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; isopropyl alcohol;

Reference yield:

5-amino-2-benzoxazolinone (14733-77-8) → N2-(3,5-dimethyl-4-hydroxymethyl)phenyl-5-methyl-N4-(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)-2,4-pyrimidinediamine (1357101-75-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: water; methanol / 64 h / 20 °C

2.1: trifluoroacetic acid / isopropyl alcohol / 100 °C / Sealed tube

3.1: hydrogenchloride / 1,4-dioxane; methanol / 8 h / 40 - 50 °C

3.2: pH 3

4.1: borane-THF / tetrahydrofuran / 0 - 20 °C

4.2: pH 7

With hydrogenchloride; borane-THF; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; water; isopropyl alcohol;

upstream raw materials:

5-amino-2-benzoxazolinone

3,5-dimethylaminoaniline

N-(4-bromo-3,5-dimethylphenyl)-2,2,2-trifluoro-acetamide

N₁-[4-(tert-butoxy)carbonyl-3,5-dimethylphenyl]-2,2,2-trifluoroacetamide

Downstream raw materials:

N₂-(3,5-dimethyl-4-methoxymethyl)phenyl-5-methyl-N₄-(2-oxo-2,3-dihydro-1,3-benzoxazol-5-yl)-2,4-pyrimidinediamine

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