N₄-{[(2S)-4-benzylmorpholin-2-yl]methyl}-6-chloro-2-cyclopropylpyrimidine-4,5-diamine

Base Information

• Chemical Name: N₄-{[(2S)-4-benzylmorpholin-2-yl]methyl}-6-chloro-2-cyclopropylpyrimidine-4,5-diamine
• CAS No.: 1305117-30-9
• Molecular Formula: C₁₉H₂₄ClN₅O
• Molecular Weight: 373.885

Synonyms:N₄-{[(2S)-4-benzylmorpholin-2-yl]methyl}-6-chloro-2-cyclopropylpyrimidine-4,5-diamine

Chemical Property of N₄-{[(2S)-4-benzylmorpholin-2-yl]methyl}-6-chloro-2-cyclopropylpyrimidine-4,5-diamine

Chemical Property:

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Technology Process of N₄-{[(2S)-4-benzylmorpholin-2-yl]methyl}-6-chloro-2-cyclopropylpyrimidine-4,5-diamine

There total 4 articles about N₄-{[(2S)-4-benzylmorpholin-2-yl]methyl}-6-chloro-2-cyclopropylpyrimidine-4,5-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: 63.0%

5-amino-2-cyclopropyl-4,6-dichloropyrimidine + (S)-(4-benzylmorpholin-2-yl)methanamine (186293-55-0) → N4-{[(2S)-4-benzylmorpholin-2-yl]methyl}-6-chloro-2-cyclopropylpyrimidine-4,5-diamine (1305117-30-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 124 ℃; for 18h;

Reference yield:

2-cyclopropyl-4,6-dihydroxy-pyrimidine (7024-58-0) → N4-{[(2S)-4-benzylmorpholin-2-yl]methyl}-6-chloro-2-cyclopropylpyrimidine-4,5-diamine (1305117-30-9)

Guidance literature:

Multi-step reaction with 4 steps

1: nitric acid; acetic acid / 20 - 30 °C

2: trichlorophosphate; N,N-dimethyl-aniline / Reflux

3: acetic acid; iron / 2.5 h / 45 - 60 °C

4: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 18 h / 124 °C

With nitric acid; iron; acetic acid; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In 1-methyl-pyrrolidin-2-one;

Reference yield:

2-cyclopropyl-4,6-dihydroxy-5-nitro-pyrimidine (75438-77-6) → N4-{[(2S)-4-benzylmorpholin-2-yl]methyl}-6-chloro-2-cyclopropylpyrimidine-4,5-diamine (1305117-30-9)

Guidance literature:

Multi-step reaction with 3 steps

1: trichlorophosphate; N,N-dimethyl-aniline / Reflux

2: acetic acid; iron / 2.5 h / 45 - 60 °C

3: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 18 h / 124 °C

With iron; acetic acid; N,N-dimethyl-aniline; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In 1-methyl-pyrrolidin-2-one;

upstream raw materials:

(S)-(4-benzylmorpholin-2-yl)methanamine

2-cyclopropyl-4,6-dihydroxy-pyrimidine

2-cyclopropyl-4,6-dihydroxy-5-nitro-pyrimidine

2-cyclopropyl-4,6-dichloro-5-nitro-pyrimidine

Downstream raw materials:

3-{[(2R)-4-benzylmorpholin-2-yl]methyl}-7-chloro-5-cyclopropyl-3H-[1,2,3]triazolo[4,5-d]pyrimidine

3-{[(2R)-4-benzylmorpholin-2-yl]methyl}-5-cyclopropyl-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-amine

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