N-(5-{[(2-chlorophenyl)oxy]methyl}-1,3,4-thiadiazol-2-yl)-2-propyl-1,2,3,4-tetrahydro-6-isoquinolinecarboxamide

Base Information

Chemical Name:N-(5-{[(2-chlorophenyl)oxy]methyl}-1,3,4-thiadiazol-2-yl)-2-propyl-1,2,3,4-tetrahydro-6-isoquinolinecarboxamide
CAS No.:1052693-67-0
Molecular Formula:C₂₂H₂₃ClN₄O₂S
Molecular Weight:442.969
Hs Code.:

Synonyms:N-(5-{[(2-chlorophenyl)oxy]methyl}-1,3,4-thiadiazol-2-yl)-2-propyl-1,2,3,4-tetrahydro-6-isoquinolinecarboxamide

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Chemical Property of N-(5-{[(2-chlorophenyl)oxy]methyl}-1,3,4-thiadiazol-2-yl)-2-propyl-1,2,3,4-tetrahydro-6-isoquinolinecarboxamide

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Technology Process of N-(5-{[(2-chlorophenyl)oxy]methyl}-1,3,4-thiadiazol-2-yl)-2-propyl-1,2,3,4-tetrahydro-6-isoquinolinecarboxamide

There total 4 articles about N-(5-{[(2-chlorophenyl)oxy]methyl}-1,3,4-thiadiazol-2-yl)-2-propyl-1,2,3,4-tetrahydro-6-isoquinolinecarboxamide 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: 58.0%

: 1052692-95-1
N-(5-{[(2-chlorophenyl)oxy]methyl}-1,3,4-thiadiazol-2-yl)-1,2,3,4-tetrahydro-6-isoquinolinecarboxamide hydrochloride

: 123-38-6
propionaldehyde

: 1052693-67-0
N-(5-{[(2-chlorophenyl)oxy]methyl}-1,3,4-thiadiazol-2-yl)-2-propyl-1,2,3,4-tetrahydro-6-isoquinolinecarboxamide

Guidance literature:: N-(5-{[(2-chlorophenyl)oxy]methyl}-1,3,4-thiadiazol-2-yl)-1,2,3,4-tetrahydro-6-isoquinolinecarboxamide hydrochloride; With triethylamine; In dichloromethane; for 0.0833333h;

propionaldehyde; With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20 ℃; for 48h;

Reference yield:

: 119869-02-2
2-{[(2-chlorophenyl)oxy]acetyl}hydrazinecarbothioamide

: 1052693-67-0
N-(5-{[(2-chlorophenyl)oxy]methyl}-1,3,4-thiadiazol-2-yl)-2-propyl-1,2,3,4-tetrahydro-6-isoquinolinecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanesulfonyl chloride / toluene / 2 h / Heating / reflux

1.2: pH 9

2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C

2.2: 20 °C

3.1: hydrogenchloride / ethyl acetate / 2 h / 20 °C

4.1: triethylamine / dichloromethane / 0.08 h

4.2: 48 h / 20 °C

With hydrogenchloride; methanesulfonyl chloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

: 84138-74-9
5-[(2-chlorophenoxy)methyl]-1,3,4-thiadiazol-2-amine

: 1052693-67-0
N-(5-{[(2-chlorophenyl)oxy]methyl}-1,3,4-thiadiazol-2-yl)-2-propyl-1,2,3,4-tetrahydro-6-isoquinolinecarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C

1.2: 20 °C

2.1: hydrogenchloride / ethyl acetate / 2 h / 20 °C

3.1: triethylamine / dichloromethane / 0.08 h

3.2: 48 h / 20 °C

With hydrogenchloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide;