NCQ 436

Base Information

• Chemical Name: NCQ 436
• CAS No.: 148460-80-4
• Molecular Formula: C15H21 Br N2 O4
• Molecular Weight: 373.24
• Mol file: 148460-80-4.mol

Synonyms:Benzamide,3-bromo-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5,6-dihydroxy-2-methoxy-, (S)-;(-)-NCQ 436; NCQ 436

Chemical Property of NCQ 436

Chemical Property:

• Vapor Pressure: 5.3E-09mmHg at 25°C
• Boiling Point: 457.8°Cat760mmHg
• PKA: 7.11±0.50(Predicted)
• Flash Point: 230.7°C
• PSA: 82.03000
• Density: 1.434g/cm³
• LogP: 2.41180

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of NCQ 436

There total 19 articles about NCQ 436 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:

(S)-5-Bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-6-methoxy-3-pivaloylsalicylamide (148460-95-1) → (S)-5-Bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-3-hydroxy-6-methoxysalicylamide (148460-80-4)

Guidance literature:

With ammonium hydroxide; In methanol; at 50 ℃; for 1h;

DOI:10.1021/jo00065a015

Reference yield:

4-methoxycatechol (3934-97-2) → (S)-5-Bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-3-hydroxy-6-methoxysalicylamide (148460-80-4)

Guidance literature:

Multi-step reaction with 10 steps

1: trichloroacetic acid / CH₂Cl₂ / 96 h / Ambient temperature

3: aq. NaOH / dimethylformamide / 60 °C

4: aq. NaOH / ethanol; dioxane / 1) 80 deg C, 5 h, 2) rt, overnight

5: SOCl₂, DMF / toluene / 1.5 h / 60 °C

6: CH₂Cl₂

7: 85 percent / H₂ / 5percent Pd/C / ethanol / 760 Torr

8: DMAP, pyridine / CHCl₃ / 18 h / Ambient temperature

9: Br₂, pyridine / CHCl₃ / 5 h

10: aq. HCl / tetrahydrofuran / 3 h / 80 °C

With pyridine; hydrogenchloride; dmap; sodium hydroxide; thionyl chloride; hydrogen; bromine; N,N-dimethyl-formamide; palladium on activated charcoal; trichloroacetic acid; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00065a015

Reference yield:

3-Hydroxy-6-methoxysalicylic acid (148460-90-6) → (S)-5-Bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-3-hydroxy-6-methoxysalicylamide (148460-80-4)

Guidance literature:

Multi-step reaction with 8 steps

1: aq. NaOH / dimethylformamide / 60 °C

2: aq. NaOH / ethanol; dioxane / 1) 80 deg C, 5 h, 2) rt, overnight

3: SOCl₂, DMF / toluene / 1.5 h / 60 °C

4: CH₂Cl₂

5: 85 percent / H₂ / 5percent Pd/C / ethanol / 760 Torr

6: DMAP, pyridine / CHCl₃ / 18 h / Ambient temperature

7: Br₂, pyridine / CHCl₃ / 5 h

8: aq. HCl / tetrahydrofuran / 3 h / 80 °C

With pyridine; hydrogenchloride; dmap; sodium hydroxide; thionyl chloride; hydrogen; bromine; N,N-dimethyl-formamide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo00065a015

upstream raw materials:

(S)-5-Bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-6-methoxy-3-pivaloylsalicylamide

2-6-dimethoxybenzoic acid

4-methoxycatechol

3-Hydroxy-6-methoxysalicylic acid