tert-butyl 4-[N-[7-chloro-2-(piperidin-1-yl)methyl-4-oxo-3,4-dihydroxyquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate

Base Information

Chemical Name:tert-butyl 4-[N-[7-chloro-2-(piperidin-1-yl)methyl-4-oxo-3,4-dihydroxyquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate
CAS No.:289687-04-3
Molecular Formula:C₂₉H₃₃ClN₄O₃
Molecular Weight:521.059
Hs Code.:

Synonyms:tert-butyl 4-[N-[7-chloro-2-(piperidin-1-yl)methyl-4-oxo-3,4-dihydroxyquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate

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Chemical Property of tert-butyl 4-[N-[7-chloro-2-(piperidin-1-yl)methyl-4-oxo-3,4-dihydroxyquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate

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Technology Process of tert-butyl 4-[N-[7-chloro-2-(piperidin-1-yl)methyl-4-oxo-3,4-dihydroxyquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate

There total 11 articles about tert-butyl 4-[N-[7-chloro-2-(piperidin-1-yl)methyl-4-oxo-3,4-dihydroxyquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate 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: 91.0%

: 110-89-4
piperidine

: 289687-03-2
tert-butyl 4-[N-[7-chloro-2-methanesulfonyloxymethyl-4-oxo-3,4-dihydroxyquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate

: 289687-04-3
tert-butyl 4-[N-[7-chloro-2-(piperidin-1-yl)methyl-4-oxo-3,4-dihydroxyquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate

Guidance literature:: In N,N-dimethyl-formamide; at 20 ℃; for 2.5h;
DOI:10.1021/jm011081s

Reference yield:

: 95-74-9,827571-80-2
3-chloro-p-toluidine

: 289687-04-3
tert-butyl 4-[N-[7-chloro-2-(piperidin-1-yl)methyl-4-oxo-3,4-dihydroxyquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate

Guidance literature:: Multi-step reaction with 12 steps

1: 86 percent / pyridine / ethyl acetate / 18 h / 20 °C

2: 48 percent / glacial AcOH; Br₂ / 1.5 h / 15 °C

3: 94 percent / AcOH; conc. HCl / 24 h / 118 °C

4: 6.52 g / N-methylpyrrolidinone / 2 h / 163 °C

5: 93 percent / aq. KOH; H₂O₂ / 2 h / 130 °C

6: 69 percent / Na / methanol / 2 h / 20 °C

7: 87 percent / dimethylformamide / 2.25 h / 85 °C

8: 40 percent / NBS; dibenzoyl peroxide / CCl₄ / 3.5 h / 120 °C / Irradiation

9: 48 percent / 2,6-lutidine / dimethylformamide / 16 h / 120 °C

10: 70 percent / aq. NaOH / tetrahydrofuran / 2 h / 20 °C

11: 73 percent / Et₃N / dimethylformamide / 0.75 h / 20 °C

12: 91 percent / dimethylformamide / 2.5 h / 20 °C

With pyridine; 2,6-dimethylpyridine; 1-methyl-pyrrolidin-2-one; hydrogenchloride; potassium hydroxide; sodium hydroxide; N-Bromosuccinimide; dihydrogen peroxide; bromine; sodium; acetic acid; triethylamine; dibenzoyl peroxide; In tetrahydrofuran; methanol; tetrachloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm011081s

Reference yield:

: 7149-79-3
N-(3-chloro-4-methylphenyl)acetamide

: 289687-04-3
tert-butyl 4-[N-[7-chloro-2-(piperidin-1-yl)methyl-4-oxo-3,4-dihydroxyquinazolin-6-ylmethyl]-N-(prop-2-ynyl)amino]benzoate

Guidance literature:: Multi-step reaction with 11 steps

1: 48 percent / glacial AcOH; Br₂ / 1.5 h / 15 °C

2: 94 percent / AcOH; conc. HCl / 24 h / 118 °C

3: 6.52 g / N-methylpyrrolidinone / 2 h / 163 °C

4: 93 percent / aq. KOH; H₂O₂ / 2 h / 130 °C

5: 69 percent / Na / methanol / 2 h / 20 °C

6: 87 percent / dimethylformamide / 2.25 h / 85 °C

7: 40 percent / NBS; dibenzoyl peroxide / CCl₄ / 3.5 h / 120 °C / Irradiation

8: 48 percent / 2,6-lutidine / dimethylformamide / 16 h / 120 °C

9: 70 percent / aq. NaOH / tetrahydrofuran / 2 h / 20 °C

10: 73 percent / Et₃N / dimethylformamide / 0.75 h / 20 °C

11: 91 percent / dimethylformamide / 2.5 h / 20 °C

With 2,6-dimethylpyridine; 1-methyl-pyrrolidin-2-one; hydrogenchloride; potassium hydroxide; sodium hydroxide; N-Bromosuccinimide; dihydrogen peroxide; bromine; sodium; acetic acid; triethylamine; dibenzoyl peroxide; In tetrahydrofuran; methanol; tetrachloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm011081s