4-chloro-9H-pyrimido[4,5-b]indole

Base Information

• Chemical Name: 4-chloro-9H-pyrimido[4,5-b]indole
• CAS No.: 5719-08-4
• Molecular Formula: C₁₀H₆ClN₃
• Molecular Weight: 203.631
• European Community (EC) Number: 863-694-1
• DSSTox Substance ID: DTXSID40421018
• Mol file: 5719-08-4.mol

Synonyms:4-chloro-9H-pyrimido[4,5-b]indole;5719-08-4;1H-Pyrimido[4,5-b]indole, 4-chloro-;SCHEMBL2389718;4-chloroindolo[2,3-d]pyrimidine;DTXSID40421018;ZCYULQVZSXKVFP-UHFFFAOYSA-N;AMY10152;MFCD01568673;AB09235;CS-0186995;EN300-247741;Z1269205726

Chemical Property of 4-chloro-9H-pyrimido[4,5-b]indole

Chemical Property:

• Melting Point: 288-290 °C
• Boiling Point: 416.8±25.0 °C(Predicted)
• PKA: 11.69±0.50(Predicted)
• Density: 1.515±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 203.0250249
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

97% ^*data from raw suppliers

4-CHLORO-9H-PYRIMIDO[4,5-B]INDOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C3=C(N2)N=CN=C3Cl

Technology Process of 4-chloro-9H-pyrimido[4,5-b]indole

There total 13 articles about 4-chloro-9H-pyrimido[4,5-b]indole 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: 100.0%

3H-pyrimido[4,5-b]indole-4(9H)-one → 4-chloro-1H-pyrimido[4,5-b]indole (5719-08-4)

Guidance literature:

With trichlorophosphate; for 24h; Heating / reflux;

Reference yield: 32.0%

7-chloro-3-phenyl-3H-[1,2,3]triazolo[4,5-d]pyrimidine (17466-00-1) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 4-chloro-1H-pyrimido[4,5-b]indole (5719-08-4) + (6-Chloro-5-phenyl-pyrimidin-4-yl)-phenyl-amine

Guidance literature:

for 15h; Irradiation;

Reference yield: 25.0%

3,9-dihydro-pyrimido[4,5-b]indol-4-one (5719-50-6) → 4-chloro-1H-pyrimido[4,5-b]indole (5719-08-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; In acetonitrile; for 2h; Reflux;

upstream raw materials:

methanol

7-chloro-3-phenyl-3H-[1,2,3]triazolo[4,5-d]pyrimidine

benzene

2-amino-1H-indole-3-carboxylic acid ethyl ester

Downstream raw materials:

(R)-benzyl (4-(9H-pyrimido[4,5-b]indol-4-yl)morpholin-2-yl)methylcarbamate

4-(furan-2-yl)-9-(2,3,5-tri-O-benzoyl-β-d-ribofuranosyl)-9H-pyrimido[4,5-b]indole

4-chloro-9-(2,3,5-tri-O-benzoyl-β-d-ribofuranosyl)-pyrimido[4,5-b]indole

N-methyl-3-(1H-pyrimido[4,5-b]indol-4-ylamino)benzenesulfonamide