145012-51-7

Basic information

• Product Name: ((7R,9AS)-OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZIN-7-YL)METHANOL
• Synonyms: ((7R,9AS)-OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZIN-7-YL)METHANOL;2H-Pyrido[1,2-a]pyrazine-7-methanol,octahydro-,(7R,9aS)-rel-(9CI);(7R,9AS)-REL-OCTAHYDRO-2H-PYRIDO[1,2-A]PYRAZINE-7-METHANOL;BICYCLIC AMINE ALCOHOL;2H-Pyrido[1,2-a]pyrazine-7-Methanol, octahydro-, (7R,9aS)-rel-
• CAS NO: 145012-51-7
• Molecular Formula: C9H18N2O
• Molecular Weight: 170.25
• Product Categories: PIPERIDINE
• Mol File: 145012-51-7.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: ((7R,9AS)-OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZIN-7-YL)METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: ((7R,9AS)-OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZIN-7-YL)METHANOL(145012-51-7)
• EPA Substance Registry System: ((7R,9AS)-OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZIN-7-YL)METHANOL(145012-51-7)

Safety Data

• Hazardous Substances Data: 145012-51-7(Hazardous Substances Data)

Usage

General Description

The chemical substance ((7R,9AS)-octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol is a white crystalline powder that belongs to the class of organic compounds known as pyrrolopyrazines. It is used as an intermediate in the synthesis of various pharmaceutical and agrochemical compounds. This chemical is a derivative of pyrrolopyrazine, which is a bicyclic heterocycle containing a pyrazine ring fused to a pyrrole ring. Its chemical structure consists of a seven-membered ring containing nitrogen, carbon, and hydrogen atoms. ((7R,9AS)-octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol is a versatile compound with potential applications in drug development and other chemical processes.

Upstream product

• 156856-50-7 (7S,9AS)-Cis-7-hydroxymethyl-2-(tert-butoxycarbonyl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine 
• 1334483-06-5 (7R,9aS)-tert-butyl 2-benzoyloctahydro-1H-pyrido[1,2-a]-pyrazine-7-carboxylate D-tartrate 
• 1334482-99-3 C₂₀H₂₈N₂O₃ 
• 1334483-05-4 (S)-tert-butyl 3-(4-benzoyl-2-(2-hydroxyethyl)piperazin-1-yl)propanoate 
• 660862-47-5 (S)-2-(piperazin-2-yl)ethan-1-ol 
• 52661-95-7 (S)-ethyl 2-(3,6-dioxopiperazin-2-yl)acetate 
• 156772-97-3 (7S,9aS)-Cis-7-formyl-2-(tert-butoxycarbonyl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine 
• 156856-51-8 (7R,9AS)-Trans-7-formyl-2-(tert-butoxycarbonyl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine 
• 179089-84-0 (7R,9aR)-7-Hydroxymethyl-octahydro-pyrido[1,2-a]pyrazine-2-carboxylic acid tert-butyl ester 
• 145012-50-6 cis-(octahydropyrido[1,2-a]pyrazin-7-yl)methanol 
• 780785-13-9 5-dimethylcarbamoyl-2-(toluene-4-sulfonylamino)methyl-3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester 
• 780785-17-3 2-(toluene-4-sulfonyl)octahydropyrido[1,2-a]pyrazine-7-carboxylic acid dimethylamide 
• 780785-15-1 6-(toluene-4-sulfonylamino)methyl-1,4,5,6-tetrahydropyridine-3-carboxylic acid dimethylamide 
• 780785-11-7 2-cyano-5-dimethylcarbamoyl-3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester 

Downstream Products

• 764714-59-2 ((7R,9aS)-octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol 
• 156856-52-9 (7R,9AS)-Trans-7-(hydroxymethyl)-2-(tert-butoxycarbonyl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine 
• 156856-50-7 (7S,9AS)-Cis-7-hydroxymethyl-2-(tert-butoxycarbonyl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine 
• 179089-84-0 trans-7-hydroxymethyl-octahydro-pyrido[1,2-a]pyrazine-2-carboxylic acid tert-butyl ester 
• 179089-84-0 (7RS,9aSR)-7-hydroxymethyloctahydropyrido[1,2-a]pyrazine-2-carboxylic acid tert-butyl ester 
• 179089-84-0 (7R,9aR)-7-Hydroxymethyl-octahydro-pyrido[1,2-a]pyrazine-2-carboxylic acid tert-butyl ester 

Relevant articles and documents

Synthesis of a bicyclic piperazine from l-aspartic acid and application of a fluoride-promoted SNAr coupling

The process development is reported of a pivotal C-N bond formation involving ((7R,9aS)-octahydro-1H-pyrido[1,2-a]pyrazin-7-yl)methanol (2) undergoing nucleophilic aromatic substitution with 3-chlorobenzo[d]isoxazole (3) to furnish ((7R,9aS)-2-(benzo[d]isoxazol-3-yl)octahydro-1H-pyrido[1,2-a] pyrazin-7-yl)methanol (4) as a key intermediate for a family of compounds (1). Essential to the success of the coupling is the use of fluoride in combination with a phase transfer catalyst. The development of an alternative route to bicyclic piperazine 2 that uses l-aspartic acid (20) as a starting material to avoid the need for a classical salt resolution is described.

Resolution of trans-7-(hydroxy-methyl)octahydro-2H-pyrido-1,2a)pyrazine

The invention provides a process for the optical resolution of a racemic mixture, or an optically enriched mixture, of trans-7-(hydroxymethyl)octa-hydro-2H-pyrido-1,2a)pyrazine, a key intermediate for preparing pharmacologically active 2,7-substituted octahydro-1H-pyrido[1,2-a]pyrazine derivatives useful in the treatment of disorders of the dopamine system. The process of the invention involves use of D-(?) or L-(+)naproxen as a resolving agent.

2,7-SUBSTITUTED OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZINE DERIVATIVES

Substituted pydrido[1,2-a]pyrazines of general formula I wherein Ar and Ar 1 represent various carbocyclic and heterocyclic aromatic rings; A represents O, S, SO, SO 2, C=O, CHOH, or--(CR. sup.3 R. sup.4) and n is 0-2 as well as precursors thereto are ligands for dopamine receptor subtypes within the body and are therefore useful in the treatment of disorders of the dopamine system. STR1