3-(4-[5-[(2R,6S)-2,6-dimethyltetrahydro-1(2H)-pyridinyl]pentyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl)-1-N-hydroxybenzenecarboximidamide

Base Information

Chemical Name:3-(4-[5-[(2R,6S)-2,6-dimethyltetrahydro-1(2H)-pyridinyl]pentyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl)-1-N-hydroxybenzenecarboximidamide
CAS No.:244618-40-4
Molecular Formula:C₂₇H₃₆N₄O₃
Molecular Weight:464.608
Hs Code.:

Synonyms:3-(4-[5-[(2R,6S)-2,6-dimethyltetrahydro-1(2H)-pyridinyl]pentyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl)-1-N-hydroxybenzenecarboximidamide

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Chemical Property of 3-(4-[5-[(2R,6S)-2,6-dimethyltetrahydro-1(2H)-pyridinyl]pentyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl)-1-N-hydroxybenzenecarboximidamide

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Technology Process of 3-(4-[5-[(2R,6S)-2,6-dimethyltetrahydro-1(2H)-pyridinyl]pentyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl)-1-N-hydroxybenzenecarboximidamide

There total 7 articles about 3-(4-[5-[(2R,6S)-2,6-dimethyltetrahydro-1(2H)-pyridinyl]pentyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl)-1-N-hydroxybenzenecarboximidamide 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:

: 244621-33-8
4-[5-[(2R,6S)-2,6-dimethyltetrahydro-1(2H)-pyridinyl]pentyl]-2-(3-cyanophenyl)-3,4-dihydro-2H-1,4-benzoxazin-3-one

: 244618-40-4
3-(4-[5-[(2R,6S)-2,6-dimethyltetrahydro-1(2H)-pyridinyl]pentyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl)-1-N-hydroxybenzenecarboximidamide

Guidance literature:: With hydroxylamine hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; at 20 ℃; for 16h;
DOI:10.1021/jm000074l

Reference yield:

: bromo-(3-bromo-phenyl)-acetyl bromide

: 244618-40-4
3-(4-[5-[(2R,6S)-2,6-dimethyltetrahydro-1(2H)-pyridinyl]pentyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl)-1-N-hydroxybenzenecarboximidamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 55 percent / NaH / dimethylformamide / 24 h / 20 °C

2.1: 76 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 5 h / 100 °C

3.1: NaH / dimethylformamide / 0.25 h / 70 °C

3.2: 56 percent / dimethylformamide / 3 h / 70 °C

4.1: 94 percent / 16 h / 70 °C

5.1: hydroxylamine hydrochloride; DIEA / methanol / 16 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; sodium hydride; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: cyclocondensation / 3.1: Substitution / 4.1: deprotonation / 4.2: Alkylation / 5.1: Alkylation / 6.1: Addition;
DOI:10.1021/jm000074l

Reference yield:

: 163339-67-1
methyl 2-bromo-2-(3-bromophenyl)acetate

: 244618-40-4
3-(4-[5-[(2R,6S)-2,6-dimethyltetrahydro-1(2H)-pyridinyl]pentyl]-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-2-yl)-1-N-hydroxybenzenecarboximidamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 55 percent / NaH / dimethylformamide / 24 h / 20 °C

2.1: 76 percent / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / dimethylformamide / 5 h / 100 °C

3.1: NaH / dimethylformamide / 0.25 h / 70 °C

3.2: 56 percent / dimethylformamide / 3 h / 70 °C

4.1: 94 percent / 16 h / 70 °C

5.1: hydroxylamine hydrochloride; DIEA / methanol / 16 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydroxylamine hydrochloride; sodium hydride; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide; 1.1: cyclocondensation / 2.1: Substitution / 3.1: deprotonation / 3.2: Alkylation / 4.1: Alkylation / 5.1: Addition;
DOI:10.1021/jm000074l