tert-butyl 4-[3-(2-chlorobenzyl)-7-hydroxy-3H-[1,2,3]triazole[4,5-d]pyrimidin-5-yl]-1-piperidinecarboxylate

Base Information

• Chemical Name: tert-butyl 4-[3-(2-chlorobenzyl)-7-hydroxy-3H-[1,2,3]triazole[4,5-d]pyrimidin-5-yl]-1-piperidinecarboxylate
• CAS No.: 891031-10-0
• Molecular Formula: C₂₁H₂₅ClN₆O₃
• Molecular Weight: 444.921

Synonyms:tert-butyl 4-[3-(2-chlorobenzyl)-7-hydroxy-3H-[1,2,3]triazole[4,5-d]pyrimidin-5-yl]-1-piperidinecarboxylate

Chemical Property of tert-butyl 4-[3-(2-chlorobenzyl)-7-hydroxy-3H-[1,2,3]triazole[4,5-d]pyrimidin-5-yl]-1-piperidinecarboxylate

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Technology Process of tert-butyl 4-[3-(2-chlorobenzyl)-7-hydroxy-3H-[1,2,3]triazole[4,5-d]pyrimidin-5-yl]-1-piperidinecarboxylate

There total 4 articles about tert-butyl 4-[3-(2-chlorobenzyl)-7-hydroxy-3H-[1,2,3]triazole[4,5-d]pyrimidin-5-yl]-1-piperidinecarboxylate 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: 61.0%

2-chlorobenzylazide (63777-70-8) + 1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate (142851-03-4) + cyanoacetic acid amide (107-91-5) → tert-butyl 4-[3-(2-chlorobenzyl)-7-hydroxy-3H-[1,2,3]triazole[4,5-d]pyrimidin-5-yl]-1-piperidinecarboxylate (891031-10-0)

Guidance literature:

2-chlorobenzylazide; cyanoacetic acid amide; With sodium; In isopropyl alcohol; for 2h; Reflux;

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate; In isopropyl alcohol; for 2h; Reflux;

Reference yield:

1-chloro-2-(chloromethyl)benzene (611-19-8) → tert-butyl 4-[3-(2-chlorobenzyl)-7-hydroxy-3H-[1,2,3]triazole[4,5-d]pyrimidin-5-yl]-1-piperidinecarboxylate (891031-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 89 percent / NaN₃ / acetonitrile / 2 h / Heating

2.1: i-PrONa / propan-2-ol / 2 h / Heating

2.2: 43 percent / propan-2-ol / 20 h / Heating

With sodium azide; sodium isopropylate; In isopropyl alcohol; acetonitrile;

DOI:10.1007/s10593-006-0078-2

Reference yield:

4-carbethoxypiperidine (1126-09-6) → tert-butyl 4-[3-(2-chlorobenzyl)-7-hydroxy-3H-[1,2,3]triazole[4,5-d]pyrimidin-5-yl]-1-piperidinecarboxylate (891031-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 86 percent / CH₂Cl₂ / 1 h

2.1: i-PrONa / propan-2-ol / 2 h / Heating

2.2: 43 percent / propan-2-ol / 20 h / Heating

With sodium isopropylate; In dichloromethane; isopropyl alcohol;

DOI:10.1007/s10593-006-0078-2

upstream raw materials:

2-chlorobenzylazide

1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate

cyanoacetic acid amide

4-carbethoxypiperidine

Downstream raw materials:

4-[3-[(2-chlorophenyl)methyl]-6,7-dihydro-7-oxo-3H-1,2,3-triazole[4,5-d]pyrimidin-5-yl]-N-[4-(trifluoromethyl)phenyl]-1-piperidinecarboxamide

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