6-Bromo-1-methyl-1H-indazol-3-amine

Name: 6-Bromo-1-methyl-1H-indazol-3-amine
Brand: ChemScene
Availability: InStock
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CAS No. 1214899-85-0
Cat. No. CS-W022453
Purity≥98%
MDL No.MFCD11847108

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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6-Bromo-1-methyl-1H-indazol-3-amine|CS-W022453

Structure of 1214899-85-0

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General Information

CAS No. 1214899-85-0
Cat. No. CS-W022453
Purity ≥98%
MDL No. MFCD11847108
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrN₃
Molecular Weight 226.08
Synonym(s) 3-Amino-6-bromo-1-methyl-1H-indazole
SMILES CN1N=C(N)C2=C1C=C(Br)C=C2

Description

6-Bromo-1-methyl-1H-indazol-3-amine features a brominated indazole core with a methylated nitrogen and primary amine at the 3-position, enabling direct coupling in Suzuki-Miyaura or Buchwald-Hartwig reactions. This bench-stable scaffold integrates readily into bioactive molecules, particularly kinase inhibitors and fluorescent probes, due to its planar electron-deficient framework and compatibility with diverse functionalization strategies.

Application

6-Bromo-1-methyl-1H-indazol-3-amine serves as a versatile building block for the synthesis of bioactive heterocycles, enabling direct functionalization at the C3 amine and C6 bromine positions. Its stability under standard reaction conditions facilitates palladium-catalyzed cross-coupling and electrophilic substitution, supporting efficient access to diverse indazolyl scaffolds in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  105942-08-3
- 60-34-4
- ~60%
- In-stock
  
  1214899-85-0
References
- Wheeler, Rob C.; Baxter, Emma; Campbell, Ian B.; MacDonald, Simon J. F. Organic Process Research and Development, 2011 , vol. 15, # 3 p. 565 - 569

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 43.84
LogP 1.918
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Key Words

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6-Bromo-1-methyl-1H-indazol-3-amine

CAS No. 1214899-85-0

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