5-Bromo-4-methoxypyrimidin-2-amine

Name: 5-Bromo-4-methoxypyrimidin-2-amine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 36082-45-8
Cat. No. CS-D1595
Purity≥96%
MDL No.MFCD08460376

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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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5-Bromo-4-methoxypyrimidin-2-amine|CS-D1595

Structure of 36082-45-8

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General Information

CAS No. 36082-45-8
Cat. No. CS-D1595
Purity ≥96%
MDL No. MFCD08460376
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆BrN₃O
Molecular Weight 204.03
Synonym(s) 5-Bromo-4-methoxy-2-pyrimidinamine; 2-Amino-5-bromo-4-methoxypyrimidine; 5-Bromo-4-methoxypyrimidin-2-amine; 5-Bromo-4-methoxypyrimidin-2-ylamine; 5-bromo-4-methoxy-pyrimidin-2-amine
SMILES NC1=NC=C(Br)C(OC)=N1

Description

5-Bromo-4-methoxypyrimidin-2-amine features a pyrimidine core bearing bromine and methoxy substituents at positions 5 and 4, respectively, with a primary amine at C2. This electron-deficient heterocycle serves as a key scaffold in medicinal chemistry, enabling direct coupling reactions for constructing bioactive molecules. The compound exhibits bench-stable handling and compatibility with diverse synthetic transformations.

Application

5-Bromo-4-methoxypyrimidin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. Its bromine and amine functionalities support diverse cross-coupling reactions and derivatization pathways. The methoxy group enhances solubility and modulates electronic properties, while the compound exhibits excellent bench stability and ease of purification—ideal for high-throughput synthesis and API development workflows.

Synthesis

Route1
- In-stock
  
  155-90-8
- ~98%
- In-stock
  
  36082-45-8
References
- Burger, Matthew T.; Pecchi, Sabina; Wagman, Allan; Ni, Zhi-Jie; Knapp, Mark; Hendrickson, Thomas; Atallah, Gordana; Pfister, Keith; Zhang, Yanchen; Bartulis, Sarah; Frazier, Kelly; Ng, Simon; Smith, Aaron; Verhagen, Joelle; Haznedar, Joshua; Huh, Kay; Iwanowicz, Ed; Xin, Xiaohua; Menezes, Daniel; Merritt, Hanne; Lee, Isabelle; Wiesmann, Marion; Kaufman, Susan; Crawford, Kenneth; Chin, Michael; Bussiere, Dirksen; Shoemaker, Kevin; Zaror, Isabel; Maira, Sauveur-Michel; Voliva, Charles F. ACS Medicinal Chemistry Letters, 2011 , vol. 2, # 10 p. 774 - 779
Route2
- In-stock
  
  1044767-99-8
- ~92%
- In-stock
  
  36082-45-8
References
- Leahy, James W.; Buhr, Chris A.; Johnson, Henry W. B.; Kim, Byung Gyu; Baik, Taegon; Cannoy, Jonah; Forsyth, Timothy P.; Jeong, Joon Won; Lee, Matthew S.; Ma, Sunghoon; Noson, Kevin; Wang, Longcheng; Williams, Matthew; Nuss, John M.; Brooks, Eric; Foster, Paul; Goon, Leanne; Heald, Nathan; Holst, Charles; Jaeger, Christopher; Lam, Scott; Lougheed, Julie; Nguyen, Lam; Plonowski, Arthur; Song, Joanne; Stout, Thomas; Wu, Xiang; Yakes, Michael F.; Yu, Peiwen; Zhang, Wentao; Lamb, Peter; Raeber, Olivia Journal of Medicinal Chemistry, 2012 , vol. 55, # 11 p. 5467 - 5482
Route3
- In-stock
  
  5734-64-5
- ~%
- In-stock
  
  36082-45-8
References
- ACS Medicinal Chemistry Letters, , vol. 2, # 10 p. 774 - 779

Safety Information

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Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 61.03
LogP 0.8299
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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5-Bromo-4-methoxypyrimidin-2-amine

CAS No. 36082-45-8

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