1-Boc-5-amino-indazole

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1-Boc-5-amino-indazole Basic information
Product Name:1-Boc-5-amino-indazole
Synonyms:5-AMINO-INDAZOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;5-AMINO-1H-INDAZOLE-1-CARBOXYLIC ACID, 1,1 DIMETHYL ETHYL ESTER;1-Boc-5-Amino-1H-Indazole;tert-butyl 5-amino-1H-indazole-1-carboxylate;N-(1)-BOC-5-AMINO-INDAZOLE;1H-Indazol-5-amine, N1-BOC protected, tert-Butyl 5-amino-1H-indazole-1-carboxylate,5-Amino-1-(tert-butoxycarbonyl)-1H-indazole;1H-Indazole-1-carboxylicacid,5-aMino-,1,1-diMethylethylester;tert-butyl 5-aMino-1H-indazol-1-carboxylate
CAS:129488-10-4
MF:C12H15N3O2
MW:233.27
EINECS:
Product Categories:Indazole;Building Blocks
Mol File:129488-10-4.mol
1-Boc-5-amino-indazole Structure
1-Boc-5-amino-indazole Chemical Properties
Boiling point 395.3±34.0 °C(Predicted)
density 1.24±0.1 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
form solid
pka3.08±0.10(Predicted)
AppearanceBrown to red Solid
InChIInChI=1S/C12H15N3O2/c1-12(2,3)17-11(16)15-10-5-4-9(13)6-8(10)7-14-15/h4-7H,13H2,1-3H3
InChIKeyLRSDPIIWOZRHNJ-UHFFFAOYSA-N
SMILESN1(C(OC(C)(C)C)=O)C2=C(C=C(N)C=C2)C=N1
Safety Information
Hazard Codes Xn
Risk Statements 22
WGK Germany WGK 3
HS Code 2933998090
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
MSDS Information
1-Boc-5-amino-indazole Usage And Synthesis
Usestert-Butyl 5-Amino-1H-indazole-1-carboxylate is an intermediate to prepare protein kinase inhibitors.
Synthesis
5-Nitroindazole

5401-94-5

1-BOC-5-AMINO-INDAZOLE

129488-10-4

General procedure for the synthesis of 5-amino-N-tert-butoxycarbonylindazole from 5-nitroindazole: 10% Pd-C catalyst (0.054 g, 0.051 mmol in Pd) and the carbamate from Example 105 (2.647 g, 10.1 mmol) were suspended in 95% ethanol, and the system was degassed under reduced pressure and the reaction was carried out under hydrogen atmosphere. After 23 hours of reaction, the solvent was removed using a rotary evaporator. Ethyl acetate (20 mL) was added to the reaction mixture and after filtration, the filtrate was slowly concentrated on a rotary evaporator to give 2.335 g (100% yield) of brown solid product.LC-MS (ESI) m/z 134 [M-Boc + H]+.

References[1] Patent: WO2006/135383, 2006, A2. Location in patent: Page/Page column 123-124
[2] Patent: WO2012/146724, 2012, A2
[3] Patent: US2014/57942, 2014, A1
[4] Patent: WO2014/68035, 2014, A1
[5] Asian Journal of Chemistry, 2014, vol. 26, # 22, p. 7539 - 7543
1-Boc-5-amino-indazole Preparation Products And Raw materials
Raw materials5-Nitroindazole-->N-(1)-Boc-5-nitro-indazole-->Ethanol-->Di-tert-butyl dicarbonate-->Hydrogen
Tag:1-Boc-5-amino-indazole(129488-10-4) Related Product Information
5-Cyanoamino-indazole-1-carboxylic acid tert-butyl ester 1-Boc-5-amino-indazole 1-Boc-6-amino-indazole 1-Methyl-1H-indazol-5-amine 3-Iodo-5-nitro-1H-indazole-1-carboxylic acid tert-butyl ester N-(1)-Boc-5-nitro-indazole tert-Butyl 1H-pyrazole-1-carboxylate