4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Product Name: 4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
CAS No.: 885272-42-4
Chemical Name: 4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
Synonyms: 1-Boc-4-aminoindoline;tert-butyl 4-aMinoindoline-1-carboxylate;tert-Butyl 4-amino-2,3-dihydro-1H-indole-1-carboxylate;4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;1H-Indole-1-carboxylic acid, 4-aMino-2,3-dihydro-, 1,1-diMethylethyl ester
CBNumber: CB3741937
Molecular Formula: C13H18N2O2
Formula Weight: 234.29
MOL File: 885272-42-4.mol

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4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Property

Boiling point:: 370.4±41.0 °C(Predicted)
Density: 1.177±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2–8 °C
pka: 4.19±0.20(Predicted)

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Safety

HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: A597110
Product name: 4-Amino-2,3-dihydro-indole-1-carboxylicacidtert-butylester
Packaging: 25mg
Price: $85
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA56666
Product name: 4-Amino-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester
Packaging: 250mg
Price: $137.5
Updated: 2021/12/16

AK Scientific

Product number: V8637
Product name: 4-Amino-2,3-dihydro-indole-1-carboxylicacidtert-butylester
Packaging: 250mg
Price: $204
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA56666
Product name: 4-Amino-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester
Packaging: 500mg
Price: $220
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FA56666
Product name: 4-Amino-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester
Packaging: 1g
Price: $581.3
Updated: 2021/12/16

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4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Chemical Properties,Usage,Production

Synthesis

913836-24-5

885270-30-4

885272-42-4

The general procedure for the synthesis of tert-butyl 1-Boc-4-aminoindole and 4-amino-2,3-difluoroindole-1-carboxylate from 1-Boc-4-nitroindole is as follows: to a 2.5 liter Paar oscillator hydrogenation flask were added 40.0 grams (0.152 mol) of 1-Boc-4-nitroindole, 500 ml of toluene, and 1.0 gram of 5 wt% Pd/C Degussa Type E101NO/W (50% water wet). The yellow-green mixture is hydrogenated at room temperature for approximately 3 hours at approximately 50 psi hydrogen pressure until hydrogen uptake ceases and HPLC analysis shows that the reaction is complete. Note: Batch analysis should be performed immediately after completion of hydrogen uptake as excessive hydrogenation results in the formation of approximately 5-15% indole by-products (extended reaction times will result in decreased yields due to excessive hydrogenation). The reaction mixture is filtered through Celite, washed with toluene and concentrated. Multiple hydrogenation batches were combined and concentrated to 140 g of crude orange oil. Purification by column chromatography with 25% ethyl acetate: 75% hexane as eluent gives 121 g of pure product as an orange oil with 100% HPLC purity and 88% overall yield. The indole by-product must be removed in this step or it will interfere with subsequent steps.

References

[1] Patent: US2010/36123, 2010, A1. Location in patent: Page/Page column 8

4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER Suppliers

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885272-42-4, 4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTERRelated Search:

[2-(2-AMINO-PHENYL)-ETHYL]-CARBAMIC ACID TERT-BUTYL ESTER (3-AMINO-2-METHYL-PHENYL)-CARBAMIC ACID TERT-BUTYL ESTER INDOLIN-4-AMINE 4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

4-AMINO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

1H-Indole-1-carboxylic acid, 4-aMino-2,3-dihydro-, 1,1-diMethylethyl ester

tert-butyl 4-aMinoindoline-1-carboxylate

tert-Butyl 4-amino-2,3-dihydro-1H-indole-1-carboxylate

1-Boc-4-aminoindoline

885272-42-4