Methyl 2-aminopyrimidine-5-carboxylate

Name: Methyl 2-aminopyrimidine-5-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 308348-93-8
Cat. No. CS-W008071
Purity≥97%
MDL No.MFCD08275693

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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+
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Methyl 2-aminopyrimidine-5-carboxylate|CS-W008071

Structure of 308348-93-8

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General Information

CAS No. 308348-93-8
Cat. No. CS-W008071
Purity ≥97%
MDL No. MFCD08275693
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₇N₃O₂
Molecular Weight 153.14
Synonym(s) Methyl2-aminopyrimidine-5-carboxylate
SMILES COC(C(C=N1)=CN=C1N)=O

Description

Methyl 2-aminopyrimidine-5-carboxylate features a pyrimidine core bearing an amino group at C2 and a methyl ester at C5, enabling direct incorporation into heterocyclic scaffolds. The electron-rich amine facilitates nucleophilic coupling reactions, while the ester group supports selective derivatization under mild conditions. This compound serves as a key intermediate in medicinal chemistry for constructing kinase inhibitors and antiviral agents.

Application

Methyl 2-aminopyrimidine-5-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrimidine-based scaffolds. Its amino and ester functionalities offer orthogonal reactivity for late-stage diversification via coupling, amidation, or cyclization reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis campaigns targeting kinase inhibitors and antiviral agents.

Synthesis

Route1
- 67-56-1
- In-stock
  
  7752-82-1
- 201230-82-2
- ~71%
- In-stock
  
  308348-93-8
References
- Melvin, JR., Lawrence S.; Graupe, Michael; Venkataramani, Chandrasekar Patent: US2010/29638 A1, 2010 ; Location in patent: Page/Page column 123-124 ; US 20100029638 A1
Route2
- In-stock
  
  7424-91-1
- 107-31-3
- In-stock
  
  50-01-1
- ~59%
- In-stock
  
  308348-93-8
References
- GENENTECH,INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Kanl H.; DRAGOVICH, Peter; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; YUEN, Po-Wai; ZAK, Mark; ZHANG, Yamin; ZHENG, Xiaozhang; ZHAO, Guiling Patent: WO2013/127268 A1, 2013 ; Location in patent: Page/Page column 60 ;

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-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 78.1
LogP -0.1546
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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Methyl 2-aminopyrimidine-5-carboxylate

CAS No. 308348-93-8

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