1-Piperazinecarboxylic acid, 4-[5-bromo-3-(trifluoromethyl)-2-pyridinyl]-2-methyl-, 1,1-dimethylethyl ester, (2R)-

Base Information

Chemical Name:1-Piperazinecarboxylic acid, 4-[5-bromo-3-(trifluoromethyl)-2-pyridinyl]-2-methyl-, 1,1-dimethylethyl ester, (2R)-
CAS No.:683244-31-7
Molecular Formula:C16H21BrF3N3O2
Molecular Weight:424.261
Hs Code.:

Synonyms:

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Chemical Property of 1-Piperazinecarboxylic acid, 4-[5-bromo-3-(trifluoromethyl)-2-pyridinyl]-2-methyl-, 1,1-dimethylethyl ester, (2R)-

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Technology Process of 1-Piperazinecarboxylic acid, 4-[5-bromo-3-(trifluoromethyl)-2-pyridinyl]-2-methyl-, 1,1-dimethylethyl ester, (2R)-

There total 1 articles about 1-Piperazinecarboxylic acid, 4-[5-bromo-3-(trifluoromethyl)-2-pyridinyl]-2-methyl-, 1,1-dimethylethyl ester, (2R)- 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:

: 75336-86-6
(2R)-methylpiperazine

: 683244-31-7
tert-butyl (R)-4-(5-bromo-3-(trifluoromethyl)pyridin-2-yl)-2-methylpiperazine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / K₂CO₃; Cu / dimethylformamide / 130 °C

2: 91 percent / aq. NaOH / tetrahydrofuran / 0.5 h / 20 °C

3: 76 percent / Br₂ / CH₂Cl₂ / 0.5 h / 20 °C

With sodium hydroxide; bromine; copper; potassium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm060065y

Reference yield:

: 683244-31-7
tert-butyl (R)-4-(5-bromo-3-(trifluoromethyl)pyridin-2-yl)-2-methylpiperazine-1-carboxylate

: 683244-36-2
(R)-6-(3-methyl-4-(6-(trifluoromethyl)-4-(3,4,5-trifluorophenyl)-1H-benzo[d]imidazol-2-yl)piperazin-1-yl)-5-(trifluoromethyl)nicotinaldehyde

Guidance literature:: Multi-step reaction with 6 steps

1.1: 74 percent / Pd(OAc)2; benzyl triethylammonium chloride / dimethylformamide / 18 h / 40 °C

2.1: aq. OsO₄; N-methylmorpholine N-oxide / acetone / 5 h / 20 °C

2.2: 81 percent / Pb(OAc)4 / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 89 percent / NaBH₄ / methanol / 0.5 h / 0 °C

4.1: 92 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

5.1: 41 percent / iPr₂NEt / ethanol / 4 h / 175 °C / microwave irradiation

6.1: 86 percent / MnO₂ / CH₂Cl₂ / 4 h / 20 °C

With manganese(IV) oxide; palladium diacetate; sodium tetrahydroborate; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm060065y

Reference yield:

: 683244-31-7
tert-butyl (R)-4-(5-bromo-3-(trifluoromethyl)pyridin-2-yl)-2-methylpiperazine-1-carboxylate

: 683244-29-3
(6-{3-methyl-4-[6-trifluoromethyl-4-(3,4,5-trifluoro-phenyl)-1H-benzoimidazol-2-yl]-piperazin-1-yl}-5-trifluoromethyl-pyridin-3-yl)-methanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 74 percent / Pd(OAc)2; benzyl triethylammonium chloride / dimethylformamide / 18 h / 40 °C

2.1: aq. OsO₄; N-methylmorpholine N-oxide / acetone / 5 h / 20 °C

2.2: 81 percent / Pb(OAc)4 / CH₂Cl₂ / 0.5 h / 0 °C

3.1: 89 percent / NaBH₄ / methanol / 0.5 h / 0 °C

4.1: 92 percent / TFA / CH₂Cl₂ / 2 h / 20 °C

5.1: 41 percent / iPr₂NEt / ethanol / 4 h / 175 °C / microwave irradiation

With palladium diacetate; sodium tetrahydroborate; osmium(VIII) oxide; N-benzyl-N,N,N-triethylammonium chloride; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm060065y