3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine Suppliers list

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3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine manufacturers

3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine Basic information

Product Name:	3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Synonyms:	3-iodo-2H-pyrazolo[3,4-d]pyrimidin-4-amine;4-Amino-3-iodopyrazolo[3,4-d]pyrimidine;1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 3-iodo-;4-Amino-3-iodo-1H-pyrazolo[3,4-D]pyridine;3-iodo-4-AMino-1H-pyrazolo[3,4-d]pyridine;7-Iodo-7-deaza-8-aza-adenine;3-iodopyrazolo[3,4-d]pyriMidin-4-aMine;4-AMino-3-iodopyrazolo[3,4-d]pyridine
CAS:	151266-23-8
MF:	C5H4IN5
MW:	261.02
EINECS:
Product Categories:	Heterocycle-Pyridine series;pharmacetical
Mol File:	151266-23-8.mol

3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine Chemical Properties

Boiling point	312.3±52.0 °C(Predicted)
density	2.92±0.1 g/cm3(Predicted)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
form	powder to crystal
pka	10.50±0.20(Predicted)
color	White to Light yellow to Light orange
Sensitive	Light Sensitive
λmax	282nm(lit.)
InChI	InChI=1S/C5H4IN5/c6-3-2-4(7)8-1-9-5(2)11-10-3/h1H,(H3,7,8,9,10,11)
InChIKey	HQAIUXZORKJOJY-UHFFFAOYSA-N
SMILES	C1=NC(N)=C2C(I)=NNC2=N1

Safety Information

MSDS Information

3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine Usage And Synthesis

Description	3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine is a key intermediate in the synthesis of ibrutinib.
Uses	3-Iodo-3H-pyrazolo[3,4-d]pyrimidin-4-amine acts as a reagent in the discovery and preparation of CHMFL-FLT3-122 as potent and orally available FLT3 kinase inhibitor for FLT3-ITD positive acute myeloid leukemia. Development and preparation of potent and selective Plasmodium falciparum calcium-dependent protein kinase 4 (PfCDPK4) inhibitors that block the transmission of malaria to mosquitoes.
Synthesis	A solution of 3H-pyrazolo[3,4-d]pyrimidin-4-amine (10 g, 0.074 mol) and n-iodo-succinamide (25 g, 0.111 mol) in DMF (80 mL) was heated to 80° C. overnight under an argon atmosphere. The resulting solid was filtered and rinsed with cold EtOH. The product was dried in vacuo overnight to yield 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (24 g, 100 per cent yield).
References	[1] Patent: US2007/293516, 2007, A1. Location in patent: Page/Page column 12; 16 [2] Angewandte Chemie - International Edition, 2016, vol. 55, # 36, p. 10909 - 10912 [3] Angew. Chem., 2016, vol. 128, p. 11069 - 11073,5 [4] Journal of Medicinal Chemistry, 2017, vol. 60, # 18, p. 7725 - 7744 [5] Patent: US2012/202785, 2012, A1. Location in patent: Page/Page column 258

3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine Preparation Products And Raw materials

Raw materials	4-Chloro-1H-pyrazolo[3,4-d]pyrimidine-->4-Aminopyrazolo[3,4-d]pyrimidine-->2H-Pyrazolo[3,4-d]pyrimidin-4-amine (9CI)-->N-Iodosuccinimide-->N,N-Dimethylformamide
Preparation Products	(3R)-1-Boc-3-(4-aMino-3-iodo-1H-pyrazolo[3,4-d]pyriMidin-1-yl)piperidine-->1-cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine-->3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine

Tag:3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine(151266-23-8) Related Product Information

Zidovudine 3-Bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine Ibrutinib Impurity 24 (R)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)propan-1-one DEAZAPURINE 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine Trifluorothymine 4-Amino-7H-pyrrolo[2,3-d]pyrimidine 2-Amino-4-chloropyrrolo[2,3-d]pyrimidine 2-Thiouracil 4-Chloro-5-iodo-7H-pyrrol[2,3-d]pyrimidine Pyrrolo[2,3-d]pyrimidin-4-ol N4-Benzoylcytosine 4-Chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine 4-Aminopyrazolo[3,4-d]pyrimidine 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine 2,4-Dichloro-7H-pyrrolo2,3-dpyrimidine 2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine