144657-65-8

Basic information

• Product Name: 3-Dimethylaminomethyl-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester, 1-tert-Butoxycarbonyl-3-[(dimethylamino)methyl]-7-azaindole
• Synonyms: 1-Boc-3-[(dimethylamino)methyl]-7-azaindole;3-Dimethylaminomethyl-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester, 1-tert-Butoxycarbonyl-3-[(dimethylamino)methyl]-7-azaindole;1-tert-Butoxycarbonyl-3-[(dimethylamino)methyl]-7-azaindole;3-Dimethylaminomethyl-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester
• CAS NO: 144657-65-8
• Molecular Formula: C₁₅H₂₁N₃O₂
• Molecular Weight: 275.35
• Product Categories: Azaindoles;Building Blocks;C13 to C27;Chemical Synthesis;Heterocyclic Building Blocks;Indoles
• Mol File: 144657-65-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 97-101 °C
• Appearance: /
• CAS DataBase Reference: 3-Dimethylaminomethyl-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester, 1-tert-Butoxycarbonyl-3-[(dimethylamino)methyl]-7-azaindole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Dimethylaminomethyl-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester, 1-tert-Butoxycarbonyl-3-[(dimethylamino)methyl]-7-azaindole(144657-65-8)
• EPA Substance Registry System: 3-Dimethylaminomethyl-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester, 1-tert-Butoxycarbonyl-3-[(dimethylamino)methyl]-7-azaindole(144657-65-8)

Safety Data

• Hazard Codes: T
• Statements: 25-36/37/38
• Safety Statements: 26-45
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 144657-65-8(Hazardous Substances Data)

Usage

Chemical Properties

Beige powder

Upstream product

• 5654-92-2 7-azagramine 
• 24424-99-5 di-tert-butyl dicarbonate 
• 271-63-6 7-Azaindole 

Downstream Products

• 144657-68-1 tert-butyl 3-(chloromethyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate 
• 1268390-81-3 1-(2-methoxyl-5-chlorophenyl)-3-{1-[1-(t-butyloxycarbonyl)-1H-pyrrolo[2,3-b]pyridin-3-ylmethyl]-1H-indol-4-yl}urea 
• 144866-90-0 1-(tert-butyloxycarbonyl)-3-(N-trimethylammoniomethyl)-7-azaindole iodide 

Relevant articles and documents

5,6-BICYCLIC HETEROARYL-CONTAINING UREA COMPOUNDS AS KINASE INHIBITORS

The present invention provides 5,6-bicyclic heteroaryl-containing urea compounds of Formula I or II and use of the same for treating conditions mediated by protein kinase such as VEGFR2, c-Met, PDGFRβ c-Kit, CSFlR, or EphA2.

Syntheses of a potential fluorescence probe, (-)-(R)-7-azatryptophan, via alkylation of the (1R,4R)-camphor imine of tert-butylglycinate

The synthesis of (-)-(R)-7-azatryptophan (2) from commercially available 7-azaindole (4) is described.The key step involved the diastereoselective alkylation of tert-butyl acetate (3) with 1-(tert-butyloxycarbonyl-3-(iodomethyl)-7-azaindole (14).The alkylation, conducted at -100 deg C in a THF/HMPA solvent using potassium hexamethyldisilazide as the base, afforded 7 in a greater than 98 percent diastereomeric excess.Hydrolysis and deprotecting gave (-)-(R)-7-azatryptophan.