Lot numbers can be found on the outside label of a product:
4-Chloro-6-methoxy-2-methylpyrimidin-5-amine
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CAS No. 88474-31-1
- Cat. No. CS-0045809
- Purity≥97%
- MDL No.MFCD01837887
*For research and further manufacturing use only, not for direct human use.
Structure of 88474-31-1
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General Information
- CAS No. 88474-31-1
- Cat. No. CS-0045809
- Purity ≥97%
- MDL No. MFCD01837887
- Storage -20°C, sealed storage, away from moisture and light
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₈ClN₃O
- Molecular Weight 173.60
- Synonym(s) 5-Amino-4-chloro-6-methoxy-2-methylpyrimidine
- SMILES NC1=C(OC)N=C(C)N=C1Cl
Description
4-Chloro-6-methoxy-2-methylpyrimidin-5-amine is a bench-stable heterocyclic building block featuring a chlorine substituent at C4, a methoxy group at C6, and a methyl group at C2. The electron-deficient pyrimidine core facilitates nucleophilic substitution reactions, while the primary amine at C5 enables facile conjugation. This compound integrates efficiently into pharmaceutical scaffolds and agrochemical intermediates under standard conditions.
Application
4-Chloro-6-methoxy-2-methylpyrimidin-5-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. Its orthogonal reactivity profile—combining a nucleophilic amine with an electrophilic chlorine—facilitates modular derivatization under mild conditions. The methoxy and methyl groups enhance solubility and modulate electronic properties, supporting scalable synthesis and purification by standard chromatographic methods.
Synthesis
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Route1
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In-stock
39906-04-2 -
124-41-4 - ~93%
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In-stock
88474-31-1
References
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Wirth, David D; He, Minxia M; Czeskis, Boris A; Zimmerman, Karen M; Roettig, Ulrike; Stenzel, Wolfgang; Steinberg, Mitchell I European Journal of Medicinal Chemistry, 2002 , vol. 37, # 1 p. 23 - 34
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Route2
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67-56-1
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In-stock
39906-04-2
- ~97%
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In-stock
88474-31-1
References
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Nemeryuk, M. P.; Sedov, A. L.; Krepelka, I.; Benes, Ya.; Safonova, T. S. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1983 , p. 1113 - 1115 Khimiya Geterotsiklicheskikh Soedinenii, 1983 , vol. 19, # 10 p. 1398 - 1400
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Route3
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In-stock
13162-43-1 - ~%
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In-stock
88474-31-1
References
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Chemistry of Heterocyclic Compounds (New York, NY, United States), , p. 1113 - 1115 Khimiya Geterotsiklicheskikh Soedinenii, , vol. 19, # 10 p. 1398 - 1400
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 61.03
- LogP 1.02922
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 1
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Key Words
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