(S)-5,6-dimethoxy-N-<(1-ethyl-2-pyrrolidinyl)methyl>-3-propylsalicylamide

Base Information

Chemical Name:(S)-5,6-dimethoxy-N-<(1-ethyl-2-pyrrolidinyl)methyl>-3-propylsalicylamide
CAS No.:101460-48-4
Molecular Formula:C₁₉H₃₀N₂O₄
Molecular Weight:350.458
Hs Code.:

Synonyms:(S)-5,6-dimethoxy-N-<(1-ethyl-2-pyrrolidinyl)methyl>-3-propylsalicylamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-5,6-dimethoxy-N-<(1-ethyl-2-pyrrolidinyl)methyl>-3-propylsalicylamide

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Technology Process of (S)-5,6-dimethoxy-N-<(1-ethyl-2-pyrrolidinyl)methyl>-3-propylsalicylamide

There total 19 articles about (S)-5,6-dimethoxy-N-<(1-ethyl-2-pyrrolidinyl)methyl>-3-propylsalicylamide 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: 63.0%

: bis-hydrochloride mono-hydrate

: 101460-30-4
(S)-(-)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-3-propyl-2,5,6-trimethoxybenzamide

: 101460-48-4
(S)-5,6-dimethoxy-N-<(1-ethyl-2-pyrrolidinyl)methyl>-3-propylsalicylamide

Guidance literature:: With sodium hydroxide; ammonia; boron tribromide; In dichloromethane;

Reference yield: 63.0%

: 101460-30-4
(S)-(-)-N-[(1-ethyl-2-pyrrolidinyl)methyl]-3-propyl-2,5,6-trimethoxybenzamide

: 101460-50-8
N-((S)-1-Ethyl-pyrrolidin-2-ylmethyl)-2-hydroxy-3,6-dimethoxy-5-propyl-benzamide

: 101460-48-4
(S)-5,6-dimethoxy-N-<(1-ethyl-2-pyrrolidinyl)methyl>-3-propylsalicylamide

Guidance literature:: With hydrogenchloride; boron tribromide; In diethyl ether; dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/jm00166a012

Reference yield:

: 2033-89-8
3,4-dimethoxyphenol

: 101460-48-4
(S)-5,6-dimethoxy-N-<(1-ethyl-2-pyrrolidinyl)methyl>-3-propylsalicylamide

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) n-BuLi / 1.) THF, hexane, 0 deg C, 2.5 h, 2.) a) 0 deg C, 0.5 h, b) RT, 2.5 h

2: 1.) n-BuLi / 1.) Et₂O, TMEDA, hexane, 0 deg C, 1 h, 2.) from 0 deg C to RT

3: (COCl)2, DMF / CH₂Cl₂ / 1 h / 0 °C

4: CH₂Cl₂ / 1.5 h / 0 °C

5: 83 percent / K₂CO₃ / acetone / 12 h / Heating

6: 88 percent / 0.25 h

7: 93 percent / H₂ / 10percent Pd/C / methanol / 1.25 h / Ambient temperature

8: SOCl₂, DMF / toluene / 0.67 h / 70 °C

9: CH₂Cl₂ / 0.83 h / Ambient temperature

With n-butyllithium; thionyl chloride; oxalyl dichloride; hydrogen; potassium carbonate; N,N-dimethyl-formamide; palladium on activated charcoal; In methanol; dichloromethane; acetone; toluene;
DOI:10.1021/jm00109a013