4-Chloro-5-iodo-7H-pyrrolo[2,3-D]pyrimidin-2-amine

Base Information

• Chemical Name: 4-Chloro-5-iodo-7H-pyrrolo[2,3-D]pyrimidin-2-amine
• CAS No.: 873792-88-2
• Molecular Formula: C6H4 Cl I N4
• Molecular Weight: 294.482
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00470421
• Wikidata: Q82298508
• Mol file: 873792-88-2.mol

Synonyms:873792-88-2;4-CHLORO-5-IODO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-AMINE;4-Chloro-5-iodo-1H-pyrrolo[2,3-D]pyrimidin-2-amine;SCHEMBL3288721;1H-Pyrrolo[2,3-d]pyrimidin-2-amine, 4-chloro-5-iodo-;DTXSID00470421;YJB79288;MFCD09753494;AKOS022182576;PB26494;AS-68463;CS-0054358;P10757

Chemical Property of 4-Chloro-5-iodo-7H-pyrrolo[2,3-D]pyrimidin-2-amine

Chemical Property:

• PSA: 68.32000
• LogP: 1.72820
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 293.91692
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-amine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C2=C(N1)N=C(N=C2Cl)N)I

Technology Process of 4-Chloro-5-iodo-7H-pyrrolo[2,3-D]pyrimidin-2-amine

There total 3 articles about 4-Chloro-5-iodo-7H-pyrrolo[2,3-D]pyrimidin-2-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2,2-trifluoroacetamide → 2-amino-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (873792-88-2)

Guidance literature:

With ammonia; In methanol; at 0 ℃;

DOI:10.1021/jm500483b

Reference yield: 59.0%

N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2,2-trifluoroacetamide (873792-85-9) → 2-amino-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (873792-88-2)

Guidance literature:

With N-iodo-succinimide; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine (84955-31-7) → 2-amino-4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (873792-88-2)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 3.58 h / 20 °C

2: N-iodosuccinimide / CH₂Cl₂ / Heating

3: NH₃ / methanol / 3 h / 20 °C

With pyridine; N-iodo-succinimide; ammonia; In methanol; dichloromethane;

DOI:10.1021/jo0516640

upstream raw materials:

N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2,2-trifluoroacetamide

4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine

Downstream raw materials:

2-amino-4-chloro-5-iodo-7-{β-D-ribofuranosyl}-7H-pyrrolo[2,3-d]pyrimidine

C₂₁H₂₀ClN₅O

7-(2-nitrobenzyloxy)methyl-7-deaza-2’-deoxyguanosine

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