4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pymol[2,3-d]pyrimodin-5-yl)ethyl]benzoic acid CAS137281-39-1

Key Features

✔Pyrrolopyrimidine Scaffold: Core structure for kinase inhibitor development
✔Versatile Synthesis Intermediate: Carboxyl group enables conjugation & derivatization
✔High Purity: ≥98% (HPLC) with controlled tautomeric forms
✔Pharmaceutical Relevance: Key precursor for Bruton’s tyrosine kinase (BTK) inhibitors
✔Stable Under Standard Conditions: Non-hygroscopic powder form

Batch-specific CoA available on request.

Product Description

This bioactive compound combines: ✔ Pyrrolopyrimidine core - Critical pharmacophore for kinase binding ✔ Para-carboxybenzyl linker - Enables targeted modifications ✔ Exocyclic amine - Facilitates additional functionalization

Key Advantages:

Directs molecular recognition in ATP-binding pockets of kinases
Carboxyl group permits salt formation or ester prodrug development
Suitable for parallel synthesis approaches in medicinal chemistry

1. Product Identification

IUPAC Name: 4-[2-(2-Amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoic acid
CAS Number: 137281-39-1
Molecular Formula: C₁₅H₁₄N₄O₃
Molecular Weight: 298.30 g/mol
Structural Verification:
- ¹H NMR (DMSO-d₆): δ 7.88 (d, 2H), 7.34 (d, 2H), 6.29 (s, 1H), 2.97 (t, 2H), 2.83 (t, 2H)
- LC-MS: m/z 299.11 [M+H]⁺

2. Quality Specifications

Parameter	Specification	Test Method
Appearance	Pale yellow crystalline powder	Visual inspection
Purity (HPLC)	≥98.0%	RP-HPLC (254 nm)
Residual Solvents	≤0.5% total	GC-FID
Heavy Metals	≤20 ppm	ICP-MS
Water Content	≤1.0% w/w	Karl Fischer

3. Physicochemical Properties

Melting Point: 235-238°C (dec.)
Solubility:
- Soluble: DMSO (>50 mg/mL), dilute NaOH(aq)
- Moderately soluble: DMF, methanol
- Poorly soluble: Water (<0.1 mg/mL), chloroform
pKa Values:
- Carboxyl: 3.8 ± 0.2
- Pyrrole NH: 9.1 ± 0.3
LogD (pH 7.4): 1.2 ± 0.2
Stability: Stable ≥2 years at RT when protected from light

4. Product Applications

Pharmaceutical Development

Kinase Inhibitor Synthesis:
- Core structure for BTK, EGFR, and JAK inhibitors
- Building block for covalent kinase inhibitors
Prodrug Development:
- Esterification of carboxyl group
- Peptide conjugation for targeted delivery

Chemical Biology

Photoaffinity Probe Synthesis:
- Diazirine incorporation via carboxyl group
Fluorescent Labeling:
- FITC/PEG conjugation capabilities

5. Packaging & Storage

Standard Packaging:
- ≤1g: Amber glass vial with PTFE-lined cap
- 1g-100g: Sealed aluminum foil bag with desiccant
- Bulk: Polypropylene container
Storage Recommendations:
- Temperature: Room temperature (15-25°C)
- Humidity: ≤60% RH
- Light Protection: Required (light-sensitive)
- Shelf Life: 3 years when stored properly

6. Safety & Handling

GHS Classification

H302: Harmful if swallowed
H315: Causes skin irritation
H319: Causes serious eye irritation

Protective Measures

PPE: Nitrile gloves, safety glasses, lab coat
Ventilation: General laboratory ventilation sufficient
Spill Handling: Absorb with inert material (vermiculite)

First Aid

Skin Contact: Wash with plenty of water
Eye Contact: Rinse cautiously with water for 15 minutes
Ingestion: Rinse mouth, do NOT induce vomiting

Technical Notes

Custom Modifications Available:
- Methyl/ethyl esters
- Amide derivatives
- Isotope-labeled versions (¹³C, ¹⁵N)
Process Development:
- Kilo-scale synthesis optimization reports available
Regulatory Support:
- DMF preparation services
- Impurity identification studies

Product MOQ

We understand that your requirements vary across different stages, from R&D and pilot scale to commercial production. Therefore, we support both:

R&D Samples: We offer sample sizes from gram to kilogram scale to support your early-stage project evaluation.
Commercial Supply: We provide standard industrial packaging (e.g., 25kg drums, 200kg drums) and have a stable capacity for bulk supply.

For detailed information on the Minimum Order Quantity (MOQ) for a specific product or to discuss custom packaging solutions, please contact our sales team.

Our Customization Capabilities Include

We bridge the gap between your concept and a commercial-ready product. Our flexible manufacturing and expert R&D team empower us to deliver fully customized chemical solutions.

Custom Synthesis: We develop molecules from lab scale to industrial production.
Specification Adjustment: We modify purity, form, and other key parameters to fit your application.
Flexible Packaging: We provide custom packaging and labeling to streamline your supply chain.

Tell us your challenge. We’ll build the solution.

Large or Small Order

Sample and bulk orders are welcome.
Supplying from grams to tons. Inquire for pricing.
We treat every order with the same dedication, large or small.

Technical Downloads

Technical Data Sheet (TDS)
Safety Data Sheet (SDS)
Request Certificate of Analysis (CoA)
Request a Quote

Inquiry & Ordering Information

Submit Inquiry: Contact us with the Product/CAS No., Quantity, and Purity requirements.
Receive Quote: Our team will provide a formal quotation and lead time.
Place Order: Confirm by issuing an official Purchase Order (PO).

Questions? Contact Us anytime.

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Reischbio provides confidential custom synthesis services, structured for innovative companies requiring unique and proprietary molecules. Our expert chemists leverage state-of-the-art reaction technologies to tackle complex, multi-step synthesis projects, from milligrams to multi-kilogram scale. Governed by strict IP protection protocols, we function as a seamless extension of your R&D team. Our agile project management and transparent communication ensure projects are delivered on-time and on-spec. With our bespoke chemistry solutions, we empower you to overcome scientific challenges, secure critical IP, and accelerate your path to innovation.