145012-50-6

Basic information

• Product Name: ((7S,9AS)-OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZIN-7-YL)METHANOL
• Synonyms: ((7S,9AS)-OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZIN-7-YL)METHANOL;(7RS,9ARS)-PERHYDROPYRIDO[1,2-A]PYRAZIN-7-YLMETHANOL;2H-Pyrido[1,2-a]pyrazine-7-Methanol, octahydro-, (7R,9aR)-rel-;trans-Octahydro-2H-pyrido-[1,2-a]pyrazine-7-methanol
• CAS NO: 145012-50-6
• Molecular Formula: C9H18N2O
• Molecular Weight: 170.25
• Mol File: 145012-50-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 272.9°Cat760mmHg
• Flash Point: 118.9°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.548
• PKA: 14.88±0.10(Predicted)
• CAS DataBase Reference: ((7S,9AS)-OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZIN-7-YL)METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: ((7S,9AS)-OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZIN-7-YL)METHANOL(145012-50-6)
• EPA Substance Registry System: ((7S,9AS)-OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZIN-7-YL)METHANOL(145012-50-6)

Safety Data

• Hazardous Substances Data: 145012-50-6(Hazardous Substances Data)

Usage

General Description

The chemical compound ((7S,9AS)-OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZIN-7-YL)METHANOL is a synthetic organic molecule with a complex molecular structure. It belongs to the class of octahydropyridopyrazinylmethanol compounds and is commonly used in the field of medicinal chemistry and drug development. ((7S,9AS)-OCTAHYDRO-1H-PYRIDO[1,2-A]PYRAZIN-7-YL)METHANOL may have pharmacological properties and potential therapeutic applications due to its structural features and functional groups. Its specific biological activities and potential drug targets are the subject of ongoing research and exploration in the scientific community.

InChI:InChI=1/C9H18N2O/c12-7-8-1-2-9-5-10-3-4-11(9)6-8/h8-10,12H,1-7H2/t8-,9-/m0/s1

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 (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.

Process and intermediates for bis-aza-bicyclic anxiolytic agents

Optically pure intermediates of formula (1) wherein the substituent B is either cis or trans to the C9a -C1 bond and is selected from the group consisting of --CH2 OH, --CHO, --CH2 OSO2 R, --CH2 CN, --CH(OH)CH2 NO2, --CH=CH--NO2, (2) and (3), C is selected from the group consisting of --H, (4), (5), and a nitrogen protecting group which is removable by hydrogenation or acid treatment; and wherein R is (C1 -C8) alkyl, phenyl or alkyl substituted phenyl; X is N or CH; Y is O or S and Z is H or Cl; for the synthesis of octahydro-1H-pyrido(1,2-a)pyrazinyl ethyl carboxamide anxiolytic agents.