(R)-2-{2-[4-(4-chlorophenyl)-piperidin-1-yl]-5-oxo-6,7-dihydro-5H-5λ⁴-thieno[3,2-d]pyrimidin-4-ylamino}-pentan-1-ol

Base Information

• Chemical Name: (R)-2-{2-[4-(4-chlorophenyl)-piperidin-1-yl]-5-oxo-6,7-dihydro-5H-5λ⁴-thieno[3,2-d]pyrimidin-4-ylamino}-pentan-1-ol
• CAS No.: 1146355-27-2
• Molecular Formula: C₂₂H₂₉ClN₄O₂S
• Molecular Weight: 449.017

Synonyms:(R)-2-{2-[4-(4-chlorophenyl)-piperidin-1-yl]-5-oxo-6,7-dihydro-5H-5λ⁴-thieno[3,2-d]pyrimidin-4-ylamino}-pentan-1-ol

Chemical Property of (R)-2-{2-[4-(4-chlorophenyl)-piperidin-1-yl]-5-oxo-6,7-dihydro-5H-5λ⁴-thieno[3,2-d]pyrimidin-4-ylamino}-pentan-1-ol

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Technology Process of (R)-2-{2-[4-(4-chlorophenyl)-piperidin-1-yl]-5-oxo-6,7-dihydro-5H-5λ⁴-thieno[3,2-d]pyrimidin-4-ylamino}-pentan-1-ol

There total 4 articles about (R)-2-{2-[4-(4-chlorophenyl)-piperidin-1-yl]-5-oxo-6,7-dihydro-5H-5λ⁴-thieno[3,2-d]pyrimidin-4-ylamino}-pentan-1-ol 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:

4-(4-chlorophenyl)piperidine (26905-02-2) + (R)-2-(2-chloro-5-oxo-6,7-dihydro-5H-5λ4-thieno[3,2-d]pyrimidin-4-ylamino)-pentan-1-ol (1146361-87-6) → (R)-2-{2-[4-(4-chlorophenyl)-piperidin-1-yl]-5-oxo-6,7-dihydro-5H-5λ4-thieno[3,2-d]pyrimidin-4-ylamino}-pentan-1-ol (1146355-27-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 130 ℃; for 0.5h; Microwave irradiation;

Reference yield:

(2R)-2-aminopentan-1-ol (80696-30-6,16369-14-5) → (R)-2-{2-[4-(4-chlorophenyl)-piperidin-1-yl]-5-oxo-6,7-dihydro-5H-5λ4-thieno[3,2-d]pyrimidin-4-ylamino}-pentan-1-ol (1146355-27-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 120 °C / Microwave irradiation

2.1: 1,1'-bi-2-naphthol; titanium(IV) isopropylate / chloroform; dichloromethane; water / 0.5 h / -5 °C / Inert atmosphere

2.2: -5 °C

3.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 0.5 h / 130 °C / Microwave irradiation

With titanium(IV) isopropylate; N-ethyl-N,N-diisopropylamine; 1,1'-bi-2-naphthol; In 1,4-dioxane; dichloromethane; chloroform; water;

Reference yield:

(R)-2-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-pentan-1-ol (1146361-86-5) → (R)-2-{2-[4-(4-chlorophenyl)-piperidin-1-yl]-5-oxo-6,7-dihydro-5H-5λ4-thieno[3,2-d]pyrimidin-4-ylamino}-pentan-1-ol (1146355-27-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,1'-bi-2-naphthol; titanium(IV) isopropylate / chloroform; dichloromethane; water / 0.5 h / -5 °C / Inert atmosphere

1.2: -5 °C

2.1: N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 0.5 h / 130 °C / Microwave irradiation

With titanium(IV) isopropylate; N-ethyl-N,N-diisopropylamine; 1,1'-bi-2-naphthol; In 1,4-dioxane; dichloromethane; chloroform; water;

upstream raw materials:

4-(4-chlorophenyl)piperidine

(R)-2-(2-chloro-5-oxo-6,7-dihydro-5H-5λ⁴-thieno[3,2-d]pyrimidin-4-ylamino)-pentan-1-ol

(2R)-2-aminopentan-1-ol

(R)-2-(2-chloro-6,7-dihydrothieno[3,2-d]pyrimidin-4-ylamino)-pentan-1-ol

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