(+/-)-(5-((5-chloropyridin-2-ylamino)methyl)-6-azaspiro[2.5]octan-6-yl)(2-methyl-5-phenylthiazol-4-yl)methanone

Base Information

• Chemical Name: (+/-)-(5-((5-chloropyridin-2-ylamino)methyl)-6-azaspiro[2.5]octan-6-yl)(2-methyl-5-phenylthiazol-4-yl)methanone
• CAS No.: 1260527-42-1
• Molecular Formula: C₂₄H₂₅ClN₄OS
• Molecular Weight: 453.008
• Mol file: 1260527-42-1.mol

Synonyms:(+/-)-(5-((5-chloropyridin-2-ylamino)methyl)-6-azaspiro[2.5]octan-6-yl)(2-methyl-5-phenylthiazol-4-yl)methanone

Chemical Property of (+/-)-(5-((5-chloropyridin-2-ylamino)methyl)-6-azaspiro[2.5]octan-6-yl)(2-methyl-5-phenylthiazol-4-yl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-(5-((5-chloropyridin-2-ylamino)methyl)-6-azaspiro[2.5]octan-6-yl)(2-methyl-5-phenylthiazol-4-yl)methanone

There total 7 articles about (+/-)-(5-((5-chloropyridin-2-ylamino)methyl)-6-azaspiro[2.5]octan-6-yl)(2-methyl-5-phenylthiazol-4-yl)methanone 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:

(±)-N-(6-azaspiro[2.5]octan-5-ylmethyl)-5-chloropyridin-2-amine (1260527-38-5) + 2-methyl-5-phenyl-1,3-thiazole-4-carboxylic acid (13743-09-4) → (+/-)-(5-((5-chloropyridin-2-ylamino)methyl)-6-azaspiro[2.5]octan-6-yl)(2-methyl-5-phenylthiazol-4-yl)methanone (1260527-42-1)

Guidance literature:

(±)-N-(6-azaspiro[2.5]octan-5-ylmethyl)-5-chloropyridin-2-amine; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 0.5h;

2-methyl-5-phenyl-1,3-thiazole-4-carboxylic acid; With N,N-dimethyl-formamide; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

tert-butyl 6-azaspiro[2.5]octane-6-carboxylate (955028-67-8) → (+/-)-(5-((5-chloropyridin-2-ylamino)methyl)-6-azaspiro[2.5]octan-6-yl)(2-methyl-5-phenylthiazol-4-yl)methanone (1260527-42-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / hexane; diethyl ether / -60 - 20 °C

1.2: 0.5 h / -78 °C

2.1: acetic acid / 1,1-dichloroethane / 3 h / 20 °C

3.1: sodium tris(acetoxy)borohydride / 1,1-dichloroethane; acetic acid / 18 h / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

5.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dichloromethane / 0.5 h / 20 °C

5.2: 18 h / 20 °C

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; sodium tris(acetoxy)borohydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In diethyl ether; 1,1-dichloroethane; hexane; dichloromethane; acetic acid;

Reference yield:

N-cbz-6-azaspiro[2.5]octane (1037834-61-9) → (+/-)-(5-((5-chloropyridin-2-ylamino)methyl)-6-azaspiro[2.5]octan-6-yl)(2-methyl-5-phenylthiazol-4-yl)methanone (1260527-42-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hydrogen bromide / acetic acid / 3 h / 0 °C

2.1: triethylamine / dichloromethane / 18.3 h / 0 - 20 °C

3.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / hexane; diethyl ether / -60 - 20 °C

3.2: 0.5 h / -78 °C

4.1: acetic acid / 1,1-dichloroethane / 3 h / 20 °C

5.1: sodium tris(acetoxy)borohydride / 1,1-dichloroethane; acetic acid / 18 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

7.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / dichloromethane / 0.5 h / 20 °C

7.2: 18 h / 20 °C

With N,N,N,N,-tetramethylethylenediamine; hydrogen bromide; sec.-butyllithium; sodium tris(acetoxy)borohydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In diethyl ether; 1,1-dichloroethane; hexane; dichloromethane; acetic acid;

upstream raw materials:

(±)-N-(6-azaspiro[2.5]octan-5-ylmethyl)-5-chloropyridin-2-amine

2-methyl-5-phenyl-1,3-thiazole-4-carboxylic acid

tert-butyl 6-azaspiro[2.5]octane-6-carboxylate

N-cbz-6-azaspiro[2.5]octane

Downstream raw materials:

(5(R)-((5-chloropyridin-2-ylamino)methyl)-6-azaspiro[2.5]octan-6-yl)(2-methyl-5-phenylthiazol-4-yl)methanone

(5(S)-((5-chloropyridin-2-ylamino)methyl)-6-azaspiro[2.5]octan-6-yl)(2-methyl-5-phenylthiazol-4-yl)methanone