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

Base Information

Chemical Name:(S)-5-Bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-6-methoxy-3-pivaloylsalicylamide
CAS No.:148460-95-1
Molecular Formula:C₂₀H₂₉BrN₂O₅
Molecular Weight:457.365
Hs Code.:

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

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

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

There total 18 articles about (S)-5-Bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-6-methoxy-3-pivaloylsalicylamide 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: 60.0%

: 148460-94-0
(S)-N-<(1-Ethyl-2-pyrrolidinyl)methyl>-6-methoxy-3-pivaloylsalicylamide

: 148460-95-1
(S)-5-Bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-6-methoxy-3-pivaloylsalicylamide

Guidance literature:: With bromine; In chloroform; trifluoroacetic acid; for 4.5h; Ambient temperature;
DOI:10.1021/jo00065a015

Reference yield:

: 3934-97-2
4-methoxycatechol

: 148460-95-1
(S)-5-Bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-6-methoxy-3-pivaloylsalicylamide

Guidance literature:: Multi-step reaction with 9 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

With pyridine; dmap; sodium hydroxide; thionyl chloride; hydrogen; bromine; N,N-dimethyl-formamide; palladium on activated charcoal; trichloroacetic acid; In 1,4-dioxane; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00065a015

Reference yield:

: 148460-90-6
3-Hydroxy-6-methoxysalicylic acid

: 148460-95-1
(S)-5-Bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-6-methoxy-3-pivaloylsalicylamide

Guidance literature:: Multi-step reaction with 7 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

With pyridine; dmap; sodium hydroxide; thionyl chloride; hydrogen; bromine; N,N-dimethyl-formamide; palladium on activated charcoal; In 1,4-dioxane; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00065a015