40740-41-8 | Methyl 4-iodo-1h-pyrrole-2-carboxylate

Packsize	Purity	Availability	Price	Discounted Price
250mg	95%	in stock	$20.00	$14.00
1g	95%	in stock	$31.00	$22.00
5g	95%	in stock	$77.00	$54.00
25g	95%	in stock	$314.00	$220.00

Description

• Catalog Number: AD33392
• Chemical Name: Methyl 4-iodo-1h-pyrrole-2-carboxylate
• CAS Number: 40740-41-8
• Molecular Formula: C6H6INO2
• Molecular Weight: 251.0218
• MDL Number: MFCD07368824
• SMILES: COC(=O)c1cc(c[nH]1)I

Computed Properties

• Complexity: 140
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 2
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 2
• XLogP3: 1.5

Upstream Synthesis Route

To synthesize Methyl 4-iodo-1H-pyrrole-2-carboxylate, one could follow this synthetic route:

1. Start with the commercially available N-H pyrrole and protect the NH group using an appropriate protecting group such as a Boc group to yield N-Boc-pyrrole.

2. Perform a lithiation reaction on N-Boc-pyrrole using n-BuLi (n-butyl lithium) to form the 2-lithiated N-Boc-pyrrole intermediate.

3. Add an electrophilic methyl ester source such as methyl chloroformate to the formed lithiated intermediate to obtain N-Boc-methyl pyrrole-2-carboxylate.

4. Remove the Boc protecting group using trifluoroacetic acid (TFA) to get Methyl pyrrole-2-carboxylate.

5. Perform a halogenation reaction using N-iodosuccinimide (NIS) in the presence of a suitable catalyst like copper(I) iodide (CuI) to introduce the iodine at the 4-position, yielding Methyl 4-iodo-1H-pyrrole-2-carboxylate.

Each reaction would require purification, monitoring by techniques such as TLC, HPLC, and NMR spectroscopy, and careful control of reaction conditions to ensure a satisfactory yield and purity of the target molecule.