1-Boc-6-amino-indazole

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1-Boc-6-amino-indazole Basic information
Product Name:1-Boc-6-amino-indazole
Synonyms:6-AMINO-1H-INDAZOLE-1-CARBOXYLIC ACID, 1,1 DIMETHYL ETHYL ESTER;6-AMINO-1-N-TERT-BUTOXYCARBONYL-1H-INDAZOLE;6-AMINO-INDAZOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;tert-butyl 6-amino-1H-indazole-1-carboxylate;6-Amino-1H-indazole, N1-BOC protected;1H-Indazole-1-carboxylic acid, 6-aMino-, 1,1-diMethylethyl ester;6-Amino-1H-indazole, N1-BOC;tert-Butyl 6-amino-1H-indazole-1-carboxylate, 6-Amino-1-(tert-butoxycarbonyl)-1H-indazole
CAS:219503-81-8
MF:C12H15N3O2
MW:233.27
EINECS:
Product Categories:Indazoles;Building Blocks;Indazole
Mol File:219503-81-8.mol
1-Boc-6-amino-indazole Structure
1-Boc-6-amino-indazole Chemical Properties
Melting point 171-172℃
Boiling point 395.3±34.0 °C(Predicted)
density 1.24±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka2.52±0.10(Predicted)
form powder
color Yellow
Water Solubility Slightlysoluble in water.
Safety Information
HS Code 2933998090
MSDS Information
1-Boc-6-amino-indazole Usage And Synthesis
UsesUsed in the synthesis of chiral molecules.
Synthesis
tert-butyl 6-nitro-1H-indazole-1-carboxylate

219503-74-9

1-BOC-6-AMINO-INDAZOLE

219503-81-8

Step B: Preparation of tert-butyl 6-amino-1H-indazole-1-carboxylate: To a solution of tert-butyl 6-nitro-1H-indazole-1-carboxylate (0.88 g, 3.34 mmol) in methanol (20 mL) was added 10% Pd/C catalyst (0.355 g, 0.334 mmol). After displacing the air in the reaction system with nitrogen, the hydrogenation reaction was carried out under hydrogen (30 psi) atmosphere for 2 hours. After completion of the reaction, the reaction mixture was filtered through GF/F filter paper and the filtrate was concentrated to afford the target product tert-butyl 6-amino-1H-indazole-1-carboxylate (0.76 g, 98% yield). Mass spectrometry analysis (APCI-positive ion mode) showed [M+1]+ peak of 233.8.

References[1] Patent: US2010/63066, 2010, A1. Location in patent: Page/Page column 35
[2] Journal of Medicinal Chemistry, 2002, vol. 45, # 4, p. 944 - 954
[3] Patent: US6372759, 2002, B1
[4] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 13, p. 3821 - 3830
[5] Asian Journal of Chemistry, 2014, vol. 26, # 22, p. 7539 - 7543
1-Boc-6-amino-indazole Preparation Products And Raw materials
Raw materialstert-butyl 6-nitro-1H-indazole-1-carboxylate-->Methanol-->Hydrogen
Tag:1-Boc-6-amino-indazole(219503-81-8) Related Product Information
1H-Indazole-3-carboxylic acid, 6-broMo-, 1,1-diMethylethyl ester 1-Boc-6-bromo-indazole 1-Boc-6-amino-indazole 6-Cyanoamino-indazole-1-carboxylic acid tert-butyl ester 6-Amino-3-azetidin-1-ylmethyl-indazole-1-carboxylic acid tert-butyl ester 6-Amino-3-pyrrolidin-1-ylmethyl-indazole-1-carboxylic acid tert-butyl ester 6-Amino-3-morpholin-4-ylmethyl-indazole-1-carboxylic acid tert-butyl ester 6-Amino-3-(4-methyl-piperazin-1-ylmethyl)-indazole-1-carboxylic acid tert-butyl ester 6-Amino-3-diethylaminomethyl-indazole-1-carboxylic acid tert-butyl ester