Benzamide, 4-((1R)-1-aminoethyl)-N-1H-pyrrolo(2,3-b)pyridin-4-yl-, hydrochloride (1:1)

Base Information

• Chemical Name: Benzamide, 4-((1R)-1-aminoethyl)-N-1H-pyrrolo(2,3-b)pyridin-4-yl-, hydrochloride (1:1)
• CAS No.: 471843-75-1
• Molecular Formula: C16H16N4O.HCl
• Molecular Weight: 316.79
• UNII: 3304VH0J6B
• ChEMBL ID: CHEMBL3794409
• Wikidata: Q27256201
• Mol file: 471843-75-1.mol

Synonyms:471843-75-1;Y-33075 (hydrochloride);Y-39983 hydrochloride;Benzamide, 4-((1R)-1-aminoethyl)-N-1H-pyrrolo(2,3-b)pyridin-4-yl-, hydrochloride (1:1);3304VH0J6B;4-[(1R)-1-aminoethyl]-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)benzamide;hydrochloride;(R)-4-(1-aminoethyl)-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)benzamide hydrochloride;UNII-3304VH0J6B;SCHEMBL1927760;CHEMBL3794409;Y 39983HCl;IILQESWQPZIAGP-HNCPQSOCSA-N;Y 39983HCl?;EX-A5296;Y 33075 hydrochloride;Y33075 hydrochloride;Y 39983 hydrochloride;Y39983 hydrochloride;AKOS030231070;(R)-(+)-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)-4-(1-aminoethyl)benzamide monohydrochloride;HY-10068;CS-0002430;A937203;Q27256201;4-((1r)-1-aminoethyl)-n-1h-pyrrolo[2,3-b]pyridin-4-ylbenzamide hcl

Chemical Property of Benzamide, 4-((1R)-1-aminoethyl)-N-1H-pyrrolo(2,3-b)pyridin-4-yl-, hydrochloride (1:1)

Chemical Property:

• PSA: 83.80000
• LogP: 4.41020
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 316.1090889
• Heavy Atom Count: 22
• Complexity: 367

Purity/Quality:

98%min ^*data from raw suppliers

Y-39983 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C1=CC=C(C=C1)C(=O)NC2=C3C=CNC3=NC=C2)N.Cl
• Isomeric SMILES: C[C@H](C1=CC=C(C=C1)C(=O)NC2=C3C=CNC3=NC=C2)N.Cl

Technology Process of Benzamide, 4-((1R)-1-aminoethyl)-N-1H-pyrrolo(2,3-b)pyridin-4-yl-, hydrochloride (1:1)

There total 5 articles about Benzamide, 4-((1R)-1-aminoethyl)-N-1H-pyrrolo(2,3-b)pyridin-4-yl-, hydrochloride (1:1) 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:

(R)-(+)-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)-4-(1-aminoethyl)benzamide (199433-58-4) → Y-39983 (471843-75-1,173897-44-4)

Guidance literature:

With hydrogenchloride; In ethanol; at 20 - 60 ℃; for 3.5h; Cooling with ice;

Reference yield:

(R)-4-(1-benzyloxycarbonylaminoethyl)benzoic acid chloride (173897-73-9) → Y-39983 (471843-75-1,173897-44-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 8 h / 20 °C

1.2: 0.5 h / 20 °C

2.1: hydrogenchloride; 10% palladium hydroxide on charcoal; hydrogen / methanol / 1 h / 40 °C

3.1: sodium hydroxide / water / Cooling with ice

4.1: hydrogenchloride / ethanol / 3.5 h / 20 - 60 °C / Cooling with ice

With hydrogenchloride; 10% palladium hydroxide on charcoal; hydrogen; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; ethanol; water; acetonitrile;

Reference yield:

(R)-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)-4-(1-benzyloxycarbonylaminoethyl)benzamide (173897-93-3) → Y-39983 (471843-75-1,173897-44-4)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogenchloride; 10% palladium hydroxide on charcoal; hydrogen / methanol / 1 h / 40 °C

2: sodium hydroxide / water / Cooling with ice

3: hydrogenchloride / ethanol / 3.5 h / 20 - 60 °C / Cooling with ice

With hydrogenchloride; 10% palladium hydroxide on charcoal; hydrogen; sodium hydroxide; In methanol; ethanol; water;

upstream raw materials:

(R)-(+)-4-(1-benzyloxycarbonylaminoethyl)-benzoic acid

(R)-4-(1-benzyloxycarbonylaminoethyl)benzoic acid chloride

(R)-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)-4-(1-benzyloxycarbonylaminoethyl)benzamide

(R)-(+)-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)-4-(1-aminoethyl)benzamide

Refernces