5-Iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

Name: 5-Iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
Brand: ChemScene
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CAS No. 862729-13-3
Cat. No. CS-0045873
Purity≥98%
MDL No.MFCD21603870

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5-Iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine|CS-0045873

Structure of 862729-13-3

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General Information

CAS No. 862729-13-3
Cat. No. CS-0045873
Purity ≥98%
MDL No. MFCD21603870
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇IN₄
Molecular Weight 274.06
Synonym(s) 5-iodo-7-methylpyrrolo[2,3-d]pyrimidin-4-amine
SMILES CN1C=C(I)C2=C1N=CN=C2N

Description

5-Iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine features a sterically accessible pyrrolopyrimidine core with a reactive iodine at C5 and a methyl group at C7, enabling efficient cross-coupling transformations. The electron-deficient heterocycle pairs effectively with palladium catalysts, delivering stable arylated derivatives under standard conditions. This scaffold serves as a key building block in the synthesis of kinase inhibitors and nucleoside analogs.

Application

5-Iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine serves as a versatile building block for medicinal chemistry and catalytic cross-coupling reactions. The iodide group enables reliable Suzuki-Miyaura and Buchwald-Hartwig couplings, while the pyrrolo[2,3-d]pyrimidine core provides a stable, electron-deficient scaffold commonly found in kinase inhibitors and antiviral agents. Bench-stable and readily purified by chromatography, it functions effectively in modular synthesis of heterocyclic APIs and functionalized nucleosides.

Safety Information

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

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Computational Chemistry Data

TPSA 56.73
LogP 1.1551
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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5-Iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

CAS No. 862729-13-3

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