1,4-Diazaspiro[5.5]undecane-5,9-dione HCl

Base Information

• Chemical Name: 1,4-Diazaspiro[5.5]undecane-5,9-dione HCl
• CAS No.: 1263475-13-3
• Molecular Formula: C₉H₁₄N₂O₂*ClH
• Molecular Weight: 218.683
• Hs Code.: 2933990090
• Mol file: 1263475-13-3.mol

Synonyms:1,4-Diazaspiro[5.5]undecane-5,9-dione HCl;1,4-Diazaspiro[5.5]undecane-5,9-dione hydrochloride

Chemical Property of 1,4-Diazaspiro[5.5]undecane-5,9-dione HCl

Chemical Property:

• PSA: 61.69000
• LogP: 0.99440
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

1,4-Diazaspiro[5.5]undecane-5,9-dioneHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-Diazaspiro[5.5]undecane-5,9-dione HCl

There total 2 articles about 1,4-Diazaspiro[5.5]undecane-5,9-dione HCl 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:

1,4-dioxa-9,12-diaza-dispiro[4.2.5.2]pentadecan-13-one (1263475-11-1) → 1,4-diaza-spiro[5.5]undecane-5,9-dione hydrochloride (1263475-13-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; acetic acid; at 80 - 100 ℃; for 2.58333h; Large scale;

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → 1,4-diaza-spiro[5.5]undecane-5,9-dione hydrochloride (1263475-13-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide / dichloromethane; water / 5 °C / Large scale

1.2: 19.5 h / 5 - 15 °C / Large scale

2.1: hydrogenchloride / 1,4-dioxane; acetic acid / 2.58 h / 80 - 100 °C / Large scale

With hydrogenchloride; N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide; In 1,4-dioxane; dichloromethane; water; acetic acid;

Reference yield:

1,4-diaza-spiro[5.5]undecane-5,9-dione hydrochloride (1263475-13-3) → (trans)-9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1-(2,2,2-trifluoro-acetyl)-1,4-diaza-spiro[5.5]undecan-5-one hydrochloride (1392437-24-9)

Guidance literature:

Multi-step reaction with 8 steps

1.1: sodium methylate / methanol; acetonitrile / 3 h / 20 °C / Large scale

1.2: 16 h / Large scale

2.1: potassium carbonate; dmap / acetonitrile / 2.17 h / Large scale

3.1: sodium tetrahydroborate / water / 0.53 h / 3 °C / Large scale

4.1: triethylamine / 2-methyltetrahydrofuran / 0.75 h / 3 - 25 °C / Large scale

5.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1.67 h / 50 - 55 °C / Large scale

6.1: palladium 10% on activated carbon; hydrogen / isopropyl alcohol; 1,4-dioxane / 4 h / 80 °C / Large scale

7.1: triphenylphosphine; N-chloro-succinimide / 1,4-dioxane; acetonitrile / 0.52 h / 60 - 90 °C / Large scale

8.1: acetonitrile / 50 - 60 °C / Large scale

8.2: 0.75 h / 55 - 80 °C / Large scale

With dmap; sodium tetrahydroborate; N-chloro-succinimide; di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; sodium methylate; potassium carbonate; triethylamine; triphenylphosphine; In tetrahydrofuran; 2-methyltetrahydrofuran; 1,4-dioxane; methanol; water; isopropyl alcohol; acetonitrile;

upstream raw materials:

1,4-dioxa-9,12-diaza-dispiro[4.2.5.2]pentadecan-13-one

cyclohexanedione monoethylene ketal

Downstream raw materials:

tert-butyl(trans)-9-(3-benzyl-7-methoxy-4-oxo-3,4-dihydro-quinazolin-6-yloxy)-5-oxo-1-(2,2,2-trifluoro-acetyl)-1,4-diaza-spiro[5.5]undecane-4-carboxylate

(trans)-9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1-(2,2,2-trifluoro-acetyl)-1,4-diaza-spiro[5.5]undecan-5-one hydrochloride

(trans)-9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1-(2,2,2-trifluoro-acetyl)-1,4-diaza-spiro[5.5]undecan-5-one

(trans)-9-[4-(3-chloro-2-fluoro-phenylamino)-7-methoxy-quinazolin-6-yloxy]-1,4-diaza-spiro[5.5]undecan-5-one

Refernces

• 1、 -. "FUMARIC ACID SALT OF 9-[4-(3-CHLORO-2-FLUORO-PHENYLAMINO)-7-METHOXY-QUINAZOLIN-6-YLOXY]-1,4-DIAZA-SPIRO[5.5]UNDECAN-5-ONE, ITS USE AS A MEDICAMENT AND THE PREPARATION THEREOF". Paragraph 0107; 0108; 0109. . Retrieved 2014/02/16.