88014-09-9

Usage

Uses

Used in Pharmaceutical Industry:
2(1H)-Isoquinolineacetic acid, 3,4-dihydro-, ethyl ester is used as a key intermediate in the synthesis of pharmaceuticals for its ability to modulate neurotransmitter systems in the brain. This makes it a promising candidate for the development of new drugs targeting pain management and neurological disorders.
Used in Agrochemical Industry:
2(1H)-Isoquinolineacetic acid, 3,4-dihydro-, ethyl ester is also utilized in the synthesis of agrochemicals, contributing to the development of innovative products for agricultural applications.
Used as a Building Block in Organic Synthesis:
2(1H)-Isoquinolineacetic acid, 3,4-dihydro-, ethyl ester serves as a versatile building block in organic synthesis, enabling the production of various derivatives with distinct chemical and pharmaceutical properties, thereby expanding its utility across different chemical domains.

Upstream product

• 2744-08-3 decahydroisoquinoline 
• 105-39-5 chloroacetic acid ethyl ester 
• 91-21-4 1,2,3,4-tetrahydroisoquinoline 
• 141-78-6 ethyl acetate 
• 105-36-2 ethyl bromoacetate 
• 623-48-3 ethyl iodoacetae 
• 119-65-3 isoquinoline 
• 18010-05-4 2-ethoxycarbonyl-methylisoquinolinium bromide 

Downstream Products

• 88014-15-7 2-(3,4-dihydro-1H-isoquinolin-2-yl)-ethanol 
• 731810-79-0 2-(1,2,3,4-tetrahydroisoquinolin-2-yl)acetic acid 
• 1264932-15-1 ethyl 10-(3,5-bis(trifluoromethyl)phenyl)-9,11-dioxo-6,9,10,11-tetrahydro-5H-pyrrolo[3',4':3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate 
• 1264932-08-2 ethyl 9,11-dioxo-10-phenyl-6,9,10,11-tetrahydro-5H-pyrrolo-[3′,4′: 3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate 
• 1264932-16-2 ethyl 10-(4-bromo-3-methoxyphenyl)-9,11-dioxo-6,9,10,11-tetrahydro-5H-pyrrolo[3',4':3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate 
• 1264932-10-6 ethyl 9,11-dioxo-10-(m-tolyl)-6,9,10,11-tetrahydro-5H-pyrrolo[3',4':3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate 
• 1264932-09-3 ethyl 9,11-dioxo-10-(o-tolyl)-6,9,10,11-tetrahydro-5H-pyrrolo[3',4':3,4] pyrrolo[2,1-a]isoquinoline-8-carboxylate 
• 1264932-17-3 ethyl 10-benzyl-9,11-dioxo-6,9,10,11-tetrahydro-5H-pyrrolo-[3′,4′:3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate 
• 1264932-13-9 ethyl 10-(2-fluorophenyl)-9,11-dioxo-6,9,10,11-tetrahydro-5H-pyrrolo[3',4':3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate 
• 1264932-12-8 ethyl 10-(4-methoxyphenyl)-9,11-dioxo-6,9,10,11-tetrahydro-5Hpyrrolo[3′,4′:3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate 
• 1264932-11-7 ethyl 10-(2,6-dimethylphenyl)-9,11-dioxo-6,9,10,11-tetrahydro-5H-pyrrolo[3',4':3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate 
• 1264932-20-8 C₂₃H₂₁BrN₂O₄ 
• 1264932-14-0 ethyl 10-(4-bromophenyl)-9,11-dioxo-6,9,10,11-tetrahydro-5H-pyrrolo[3',4':3,4]pyrrolo[2,1-a]isoquinoline-8-carboxylate 
• 1264932-23-1 ethyl 9,14-dioxo-5,6,9,14-tetrahydrobenzo[5,6]isoindolo[1,2-a]isoquinoline-8-carboxylate 

Relevant academic research and scientific papers

Diethyl Azodicarboxylate-Promoted Oxidative [3 + 2] Cycloaddition for the Synthesis of Pyrrolo[2,1- a]isoquinolines

A novel metal-free protocol for the effective and efficient construction of pyrrolo[2,1-a]isoquinolines via a diethyl azodicarboxylate (DEAD)-promoted oxidative [3 + 2] cycloaddition/aromatization tandem reaction is described. Instead of the reported two-

Diethyl Phosphite Promoted Electrochemical Oxidation of Tetrahydroisoquinolines to 3,4-Dihydroisoquinolin-1(2 H)-ones

A diethyl phosphite mediated electrochemical oxidation strategy for the synthesis of 3,4-dihydroisoquinolin-1(2 H)-ones from tetrahydroisoquinolines under mild conditions has been developed. This protocol provides an environmentally friendly and simple way for the construction of C=O bonds in an undivided cell unit.

Oxidative α-Trichloromethylation of Tertiary Amines: An Entry to α-Amino Acid Esters

α-Trichloromethylation of tertiary amines with trimethyl(trichloromethyl)silane by oxidative coupling, using DDQ as an oxidant, has been realized. The reaction is instantaneous, is scalable, and tolerates a broad range of functional groups and heteroarenes. The trichloromethylated products can be easily converted into β,β-dichloroamines, enamines, and α-amino acid esters under operationally simple conditions. This methodology provides an efficient alternative to the poisonous cyanation reactions for the synthesis of carboxylic acid and their derivatives.

External oxidant-free oxidation/[3+2] cycloaddition/aromatization cascade: Electrochemical synthesis of polycyclic N-heterocycles

Here, we describe an efficient and environmentally friendly synthesis of polycyclic N-heterocycles under electrochemical external oxidant-free conditions. The extent of the sequential electrochemical oxidative aromatization can be regulated with the assistance of redox mediators.

Visible-light-induced direct α-C(sp3)-H thiocyanation of tertiary amines

Visible-light-induced, eosin Y catalyzed aerobic oxidative α-C(sp3)-H thiocyanation of tertiary amines is reported. The reaction proceeds through visible-light-induced in situ generation of the iminium ion followed by attack of -SCN nucleophile. This is the first example of visible-light-initiated formation of C(sp3)-S bond employing organo-photoredox catalysis. Mild reaction conditions and use of air and visible light as the greenest and sustainable reagents at room temperature are the salient features of the protocol.

Porous material-immobilized iodo-Bodipy as an efficient photocatalyst for photoredox catalytic organic reaction to prepare pyrrolo[2,1-a]isoquinoline

Iodo-Bodipy immobilized on porous silica was used as an efficient recyclable photocatalyst for photoredox catalytic tandem oxidation-[3+2] cycloaddition reactions of tetrahydroisoquinoline with N-phenylmaleimides to prepare pyrrolo[2,1-a]isoquinoline.

C60-Bodipy dyad triplet photosensitizers as organic photocatalysts for photocatalytic tandem oxidation/[3+2] cycloaddition reactions to prepare pyrrolo[2,1-a]isoquinoline

C60-Bodipy hybrids exhibiting strong absorption of visible light and long-lived triplet excited states were used as photocatalysts for tandem oxidation/[3+2] cycloaddition of tetrahydroisoquinoline with N-phenylmaleimide to produce pyrrolo[2,1-a]isoquinolines. The reaction is substantially accelerated, compared to that catalyzed by Ru(bpy)3Cl2.

Reagent concentration effects in the REM resin solid phase synthesis of tertiary amines

The use of reagent concentration has resulted in increased rates for all stages of the REM resin synthesis of tertiary amines. These increases in rate translate into faster reaction times, higher yields and lower reagent consumption. Of the methods examin

QUINOLINE-4-CARBOXAMIDE DERIVATIVES, THEIR PREPARATION AND THEIR USE AS NEUROKININ 3 (NK-3) - AND NEUROKININ 2 (NK-3) RECEPTOR ANTAGONISTS

A compound of formula (I): or a salt thereof, or a solvate thereof, wherein, Ar is an optionally substituted aryl or a C5-7 cycloalkdienyl group, or an optionally substituted single or fused ring aromatic heterocyclic group; R is C1-6 alkyl, C3-7 cycloalkyl, C3-7 cycloalkylalkyl, optionally substituted phenyl or phenyl C1-6 alkyl, an optionally substituted five-membered heteroaromatic ring comprising up to four heteroatoms selected from O and N, hydroxy C1-6 alkyl, amino C1-6 alkyl, C1-6 alkylaminoalkyl, di C1-6 alkylaminoalkyl, C1-6 acylaminoalkyl, C1-6 alkoxyalkyl, C1-6 alkylcarbonyl, carboxy, C1-6 alkoxycarbonyl, C1-6 alkoxycarbonyl C1-6 alkyl, aminocarbonyl, C1-6 alkylaminocarbonyl, di C1-6 alkylaminocarbonyl, halogeno C1-6 alkyl; or R is a group--(CH2)p--wherein p is 2 or 3 which group forms a ring with a carbon atom of Ar; R1 represents hydrogen or up to four optional subtitutents selected from the list consisting of: C1-6 alkyl, C1-6 alkenyl, aryl, C1-6 alkoxy, hydroxy, halogen, nitro, cyano, carboxy, carboxamido, sulphonamido, C1-6 alkoxycarbonyl, trifluoromethyl, acyloxy, phthalimido, amino or mono-and di-C1-6 alkylamino; R2 represents hydrogen, C 1-6-alkyl, hydroxy, halogen, cyano, amino, mono-or di-C1-6-alkylamino, alkylsulphonylamino, mono-or di-C1-6-alkanoylamino wherein any alkyl group is optionally substituted with an amino group or with a mono-or di-alkylamino group, or R2 is a moiety--X--(CH2)n--Y wherein X is a bond or--O--and n is an integer in the range of from 1 to 5 providing that when X is--O--n is only an integer from 2 to 5 and Y represents a group NY1Y2 wherein Y1 and Y2 are independently selected from hydrogen, C1-6-alkyl, C1-6-alkenyl, aryl or aryl-C1-6-alkyl or Y is hydroxy, halogen or an optionally substituted N-linked single or fused ring, heterocyclic group, R3 is branched or linear C1-6 alkyl, C3-7 cycloalkyl, C4-7 cycloalkylalkyl, optionally substituted aryl, or an optionally substituted single or fused ring aromatic heterocyclic group; and R4 represents hydrogen or C1-6 alkyl; a process for the preparation of such a compound, a pharmaceutical compositon containing such a compound and the use of such a compound or composition in medicine.