4-[4-[2-[(3S)-3-hydroxyquinuclidin-3-yl]ethynyl]phenoxy]-N-(pyrimidin-4-ylmethyl)benzamide

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Chemical Name:4-[4-[2-[(3S)-3-hydroxyquinuclidin-3-yl]ethynyl]phenoxy]-N-(pyrimidin-4-ylmethyl)benzamide
CAS No.:1316759-08-6
Molecular Formula:C₂₇H₂₆N₄O₃
Molecular Weight:454.528
Hs Code.:

Synonyms:4-[4-[2-[(3S)-3-hydroxyquinuclidin-3-yl]ethynyl]phenoxy]-N-(pyrimidin-4-ylmethyl)benzamide

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Chemical Property of 4-[4-[2-[(3S)-3-hydroxyquinuclidin-3-yl]ethynyl]phenoxy]-N-(pyrimidin-4-ylmethyl)benzamide

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Technology Process of 4-[4-[2-[(3S)-3-hydroxyquinuclidin-3-yl]ethynyl]phenoxy]-N-(pyrimidin-4-ylmethyl)benzamide

There total 4 articles about 4-[4-[2-[(3S)-3-hydroxyquinuclidin-3-yl]ethynyl]phenoxy]-N-(pyrimidin-4-ylmethyl)benzamide 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: 40.0%

: 1316759-24-6
4-[4-[2-[(3S)-3-hydroxyquinuclidin-3-yl]ethynyl]phenoxy]benzoic acid

: 45588-79-2
1-(pyrimidin-4-yl)methanamine

: 1316759-08-6
4-[4-[2-[(3S)-3-hydroxyquinuclidin-3-yl]ethynyl]phenoxy]-N-(pyrimidin-4-ylmethyl)benzamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmcl.2011.05.075

Reference yield:

: 1316759-21-3
methyl 4-[4-[2-[(3S)-3-hydroxyquinuclidin-3-yl]ethynyl]phenoxy]benzoate

: 1316759-08-6
4-[4-[2-[(3S)-3-hydroxyquinuclidin-3-yl]ethynyl]phenoxy]-N-(pyrimidin-4-ylmethyl)benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: water; sodium hydroxide / methanol / 2.5 h / 50 °C

2: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 20 °C

With water; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.05.075

Reference yield:

: 21120-68-3
4-(4-bromophenoxy)benzoic acid

: 1316759-08-6
4-[4-[2-[(3S)-3-hydroxyquinuclidin-3-yl]ethynyl]phenoxy]-N-(pyrimidin-4-ylmethyl)benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: hydrogenchloride / 7 h / 65 °C

2: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine; triphenylphosphine / N,N-dimethyl-formamide / 2 h / 70 °C / Inert atmosphere

3: water; sodium hydroxide / methanol / 2.5 h / 50 °C

4: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 20 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; water; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; sodium hydroxide; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.05.075