N6,N6-dimethyl-N4-[1-(phenylmethyl)-5-indazolyl]pyrido[3,4-d]pyrimidine-4,6-diamine

Base Information

• Chemical Name: N6,N6-dimethyl-N4-[1-(phenylmethyl)-5-indazolyl]pyrido[3,4-d]pyrimidine-4,6-diamine
• CAS No.: 202272-68-2
• Molecular Formula: C₂₃H₂₁N₇
• Molecular Weight: 395.467
• DSSTox Substance ID: DTXSID40424963
• Nikkaji Number: J1.544.222K
• Wikidata: Q27167122
• Pharos Ligand ID: 4GANFC13ZF5A
• ChEMBL ID: CHEMBL30432
• Mol file: 202272-68-2.mol

Synonyms:GW282974A;GW2974;GW2974A

Chemical Property of N6,N6-dimethyl-N4-[1-(phenylmethyl)-5-indazolyl]pyrido[3,4-d]pyrimidine-4,6-diamine

Chemical Property:

• Vapor Pressure: 1.47E-16mmHg at 25°C
• Solubility.: DMSO: ≥20mg/mL
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 395.18584370
• Heavy Atom Count: 30
• Complexity: 552

Purity/Quality:

95% ^*data from raw suppliers

GW2974 ≥98% (HPLC), solid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

Useful:

• Canonical SMILES: CN(C)C1=NC=C2C(=C1)C(=NC=N2)NC3=CC4=C(C=C3)N(N=C4)CC5=CC=CC=C5

Technology Process of N6,N6-dimethyl-N4-[1-(phenylmethyl)-5-indazolyl]pyrido[3,4-d]pyrimidine-4,6-diamine

There total 14 articles about N6,N6-dimethyl-N4-[1-(phenylmethyl)-5-indazolyl]pyrido[3,4-d]pyrimidine-4,6-diamine 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: 90.0%

dimethyl amine (124-40-3) + (1-benzyl-1H-indazol-5-yl)-(6-chloropyrido[3,4-d]pyrimidin-4-yl)-amine (202272-67-1) → GW2974 (202272-68-2)

Guidance literature:

In ethanol; acetonitrile;

DOI:10.1016/S0960-894X(01)00219-0

Reference yield:

benzyl bromide (100-39-0) → GW2974 (202272-68-2)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃

2: 95 percent / H₂ / Pd/C

3: acetonitrile / Heating

4: 90 percent / ethanol; acetonitrile

With hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; acetonitrile;

DOI:10.1016/S0960-894X(01)00219-0

Reference yield:

5-nitroindazole (5401-94-5) → GW2974 (202272-68-2)

Guidance literature:

Multi-step reaction with 4 steps

1: K₂CO₃

2: 95 percent / H₂ / Pd/C

3: acetonitrile / Heating

4: 90 percent / ethanol; acetonitrile

With hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; acetonitrile;

DOI:10.1016/S0960-894X(01)00219-0

upstream raw materials:

dimethyl amine

(1-benzyl-1H-indazol-5-yl)-(6-chloropyrido[3,4-d]pyrimidin-4-yl)-amine

4-chloro-6-(N,N-dimethylamino)-pyrido[3,4-d]pyrimidine

1-benzyl-1H-indazol-5-ylamine

Refernces

• 1、 Cockerill, Stuart,Stubberfield, Colin,Stables, Jeremy,Carter, Malcolm,Guntrip, Stephen,Smith, Kathryn,McKeown, Steve,Shaw, Robert,Topley, Peter,Thomsen, Lindy,Affleck, Karen,Jowett, Amanda,Hayes, David,Willson, Malcolm,Woollard, Patrick,Spalding, David. "Indazolylamino quinazolines and pyridopyrimidines as inhibitors of the EGFr and c-erbB-2". . p. 1401 - 1405. Retrieved 2007/10/03.