7-benzyl-4-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine-2-amine

Base Information

• Chemical Name: 7-benzyl-4-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine-2-amine
• CAS No.: 306314-91-0
• Molecular Formula: C₁₄H₁₆N₄
• Molecular Weight: 240.308
• DSSTox Substance ID: DTXSID701149608

Synonyms:SCHEMBL9277718;QCJGUTUXSYXBER-UHFFFAOYSA-N;DTXSID701149608;7-benzyl-4-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine-2-amine;6,7-Dihydro-4-methyl-7-(phenylmethyl)-5H-pyrrolo[2,3-d]pyrimidin-2-amine;306314-91-0

Chemical Property of 7-benzyl-4-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine-2-amine

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 240.137496527
• Heavy Atom Count: 18
• Complexity: 277

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C2CCN(C2=NC(=N1)N)CC3=CC=CC=C3

Technology Process of 7-benzyl-4-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine-2-amine

There total 2 articles about 7-benzyl-4-methyl-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidine-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: 50.0%

benzylamine (100-46-9) + 4-chloro-5-(2-chloroethyl)-6-methylpyrimidine (306314-90-9) → 2-amino-4-methyl-7-(N-benzyl)piperidinyl[2,3-d]pyrimidine (306314-91-0)

Guidance literature:

With triethylamine; In butan-1-ol; at 110 ℃; for 72h;

DOI:10.1021/jm000200l

Reference yield:

5-(2-hydroxyethyl)-6-methyl-2-aminouracil (6940-45-0) → 2-amino-4-methyl-7-(N-benzyl)piperidinyl[2,3-d]pyrimidine (306314-91-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / POCl₃ / 2 h / 110 °C

2: 50 percent / Et₃N / butan-1-ol / 72 h / 110 °C

With triethylamine; trichlorophosphate; In butan-1-ol; 1: Chlorination / 2: cyclocondensation;

DOI:10.1021/jm000200l

Reference yield: 45.0%

2-amino-4-methyl-7-(N-benzyl)piperidinyl[2,3-d]pyrimidine (306314-91-0) → 2-amino-4-methyl-7-(N-benzyl)pyrrolo[2,3-d]pyrimidine (306314-92-1)

Guidance literature:

With manganese(IV) oxide; In 1,4-dioxane; at 110 - 120 ℃; for 24h;

DOI:10.1021/jm000200l

upstream raw materials:

benzylamine

4-chloro-5-(2-chloroethyl)-6-methylpyrimidine

5-(2-hydroxyethyl)-6-methyl-2-aminouracil

Downstream raw materials:

2-amino-4-methyl-7-(N-benzyl)pyrrolo[2,3-d]pyrimidine

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

N-(7-benzyl-5-ethynyl-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropanamide

2,2-dipivaloylamino-4-methyl-7-(N-benzyl)pyrrolo[2,3-d]pyrimidine

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