tert-butyl 2-(2-aminoethyl)-2-(2-bromophenyl)-3-oxoindoline-1-carboxylate

Base Information

Chemical Name:tert-butyl 2-(2-aminoethyl)-2-(2-bromophenyl)-3-oxoindoline-1-carboxylate
CAS No.:524712-24-1
Molecular Formula:C₂₁H₂₃BrN₂O₃
Molecular Weight:431.329
Hs Code.:

Synonyms:tert-butyl 2-(2-aminoethyl)-2-(2-bromophenyl)-3-oxoindoline-1-carboxylate

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Chemical Property of tert-butyl 2-(2-aminoethyl)-2-(2-bromophenyl)-3-oxoindoline-1-carboxylate

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Technology Process of tert-butyl 2-(2-aminoethyl)-2-(2-bromophenyl)-3-oxoindoline-1-carboxylate

There total 14 articles about tert-butyl 2-(2-aminoethyl)-2-(2-bromophenyl)-3-oxoindoline-1-carboxylate 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:

: 2142-69-0
2-bromophenyl methyl ketone

: 524712-24-1
tert-butyl 2-(2-aminoethyl)-2-(2-bromophenyl)-3-oxoindoline-1-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: 78 percent / polyphosphoric acid / 4 h / 100 - 110 °C

2.1: 97 percent / NaNO₂ / acetic acid / 3 h / 20 °C

3.1: 94 percent / Na₂S₂O₄; NaOH / ethanol / 24 h / Heating

4.1: 98 percent / PbO₂ / benzene / 24 h / Heating

5.1: 56 percent / aq. HCl / toluene / 12 h / 20 °C

6.1: 3 percent / tetrahydrofuran; diethyl ether / 2 h / 20 °C

7.1: 96 percent / 4-(dimethylamino)pyridine / acetonitrile / 17 h / 20 °C

8.1: O₃ / ethanol / 1 h / -78 °C

8.2: 98 percent / NaBH₄ / tetrahydrofuran; ethanol / 7 h / -78 - 20 °C

9.1: 88 percent / pyridine / 3 h / 0 - 20 °C

10.1: 97 percent / NaN₃ / dimethylformamide / 20 h / 95 °C

11.1: 99 percent / H₂ / Pd/C / ethyl acetate / 18 h / 20 °C / atmospheric pressure

With hydrogenchloride; dmap; sodium hydroxide; sodium azide; sodium dithionite; PPA; hydrogen; ozone; lead dioxide; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; pyridine; diethyl ether; ethanol; acetic acid; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; benzene; 1.1: Fischer indole synthesis;
DOI:10.1021/ja021380m

Reference yield:

: 59-88-1
phenylhydrazine hydrochloride

: 524712-24-1
tert-butyl 2-(2-aminoethyl)-2-(2-bromophenyl)-3-oxoindoline-1-carboxylate

Guidance literature:: Multi-step reaction with 11 steps

1.1: 78 percent / polyphosphoric acid / 4 h / 100 - 110 °C

2.1: 97 percent / NaNO₂ / acetic acid / 3 h / 20 °C

3.1: 94 percent / Na₂S₂O₄; NaOH / ethanol / 24 h / Heating

4.1: 98 percent / PbO₂ / benzene / 24 h / Heating

5.1: 56 percent / aq. HCl / toluene / 12 h / 20 °C

6.1: 3 percent / tetrahydrofuran; diethyl ether / 2 h / 20 °C

7.1: 96 percent / 4-(dimethylamino)pyridine / acetonitrile / 17 h / 20 °C

8.1: O₃ / ethanol / 1 h / -78 °C

8.2: 98 percent / NaBH₄ / tetrahydrofuran; ethanol / 7 h / -78 - 20 °C

9.1: 88 percent / pyridine / 3 h / 0 - 20 °C

10.1: 97 percent / NaN₃ / dimethylformamide / 20 h / 95 °C

11.1: 99 percent / H₂ / Pd/C / ethyl acetate / 18 h / 20 °C / atmospheric pressure

With hydrogenchloride; dmap; sodium hydroxide; sodium azide; sodium dithionite; PPA; hydrogen; ozone; lead dioxide; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; pyridine; diethyl ether; ethanol; acetic acid; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; benzene; 1.1: Fischer indole synthesis;
DOI:10.1021/ja021380m

Reference yield:

: 88207-45-8
2-(2'-bromophenyl)-1H-indole

: 524712-24-1
tert-butyl 2-(2-aminoethyl)-2-(2-bromophenyl)-3-oxoindoline-1-carboxylate

Guidance literature:: Multi-step reaction with 10 steps

1.1: 97 percent / NaNO₂ / acetic acid / 3 h / 20 °C

2.1: 94 percent / Na₂S₂O₄; NaOH / ethanol / 24 h / Heating

3.1: 98 percent / PbO₂ / benzene / 24 h / Heating

4.1: 56 percent / aq. HCl / toluene / 12 h / 20 °C

5.1: 3 percent / tetrahydrofuran; diethyl ether / 2 h / 20 °C

6.1: 96 percent / 4-(dimethylamino)pyridine / acetonitrile / 17 h / 20 °C

7.1: O₃ / ethanol / 1 h / -78 °C

7.2: 98 percent / NaBH₄ / tetrahydrofuran; ethanol / 7 h / -78 - 20 °C

8.1: 88 percent / pyridine / 3 h / 0 - 20 °C

9.1: 97 percent / NaN₃ / dimethylformamide / 20 h / 95 °C

10.1: 99 percent / H₂ / Pd/C / ethyl acetate / 18 h / 20 °C / atmospheric pressure

With hydrogenchloride; dmap; sodium hydroxide; sodium azide; sodium dithionite; hydrogen; ozone; lead dioxide; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; pyridine; diethyl ether; ethanol; acetic acid; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; benzene;
DOI:10.1021/ja021380m