Desmethylraclopride

Base Information

• Chemical Name: Desmethylraclopride
• CAS No.: 119670-11-0
• Molecular Formula: C14H18 Cl2 N2 O3
• Molecular Weight: 333.215
• Hs Code.: 2933990090
• European Community (EC) Number: 631-443-3
• Nikkaji Number: J1.212.417A
• Mol file: 119670-11-0.mol

Synonyms:Desmethylraclopride;119670-11-0;(S)-O-Desmethylraclopride;(S)-3,5-Dichloro-N-((1-ethylpyrrolidin-2-yl)methyl)-2,6-dihydroxybenzamide;(S)-3,5-DICHLORO-N-[(1-ETHYL-2-PYRROLIDINYL)METHYL]-2,6-DIHYDROXY-BENZAMIDE;Desmethylraclopride, 98% (CP);MFCD02179385;BS-43854;CS-0453711;D4134;T70136;J-004171;(s)-(-)-3,5-dichloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2,6-dihydroxy benzamide;(S)-3,5-Dichloro-N-[(1-ethyl-2-pyrrolidinyl)methyl]-2,6-dihydroxybenzamide;Benzamide, 3,5-dichloro-N-[[(2S)-1-ethyl-2-pyrrolidinyl]methyl]-2,6-dihydroxy-;N-[(2S)-1-Ethylpyrrolidine-2-yl]methyl-3,5-dichloro-2,6-dihydroxybenzamide

Chemical Property of Desmethylraclopride

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: 221.0 to 225.0 °C
• Boiling Point: 411.3 °C at 760 mmHg
• Flash Point: 202.5 °C
• PSA: 72.80000
• Density: 1.366 g/cm³
• LogP: 2.94750
• Storage Temp.: -20°C
• Solubility.: H2O: 10 mg/mL
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 332.0694478
• Heavy Atom Count: 21
• Complexity: 358

Purity/Quality:

98%,99%, ^*data from raw suppliers

Desmethylraclopride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1CCCC1CNC(=O)C2=C(C(=CC(=C2O)Cl)Cl)O
• Isomeric SMILES: CCN1CCC[C@H]1CNC(=O)C2=C(C(=CC(=C2O)Cl)Cl)O

Technology Process of Desmethylraclopride

There total 2 articles about Desmethylraclopride 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: 50.0%

raclopride (84225-95-6) → (S)-(-)-3,5-dichloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2,6-dihydroxybenzamide (119670-11-0)

Guidance literature:

With hydrogen bromide; In acetic acid; at 70 ℃;

Reference yield:

(S)-(-)-3,5-dichloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2,6-dimethoxybenzamide hydrochloride → (S)-(-)-3,5-dichloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2,6-dihydroxybenzamide (119670-11-0)

Guidance literature:

Multi-step reaction with 2 steps

1: boron tribromide / CH₂Cl₂ / -20 °C

2: 50 percent / HBr / acetic acid / 70 °C

With hydrogen bromide; boron tribromide; In dichloromethane; acetic acid; 1: demethylation / 2: demethylation;

Reference yield: 20.3%

[11C]methyl iodide (54245-42-0) + (S)-(-)-3,5-dichloro-N-((1-ethyl-2-pyrrolidinyl)methyl)-2,6-dihydroxybenzamide (119670-11-0) → (S)-3,5-dichloro-N-[(1-ethylpyrrolidin-2-yl)methyl]-2-hydroxy-6-[11C]methoxybenzamide

Guidance literature:

With sodium hydroxide; In dimethyl sulfoxide; at 60 ℃; for 0.00555556h; Time; Temperature;

DOI:10.1248/cpb.c15-00365

upstream raw materials:

raclopride

Downstream raw materials:

raclopride

Refernces