4-Amino-7-(2-hydroxy-ethoxymethyl)-7H-pyrrolo(2,3-d)pyrimidine-5-carboxylic acid hydrazide

Base Information

• Chemical Name: 4-Amino-7-(2-hydroxy-ethoxymethyl)-7H-pyrrolo(2,3-d)pyrimidine-5-carboxylic acid hydrazide
• CAS No.: 120386-12-1
• Molecular Formula: C₁₀H₁₄N₆O₃
• Molecular Weight: 266.26
• ChEMBL ID: CHEMBL30506
• DSSTox Substance ID: DTXSID20923368
• Mol file: 120386-12-1.mol

Synonyms:120386-12-1;4-Amino-7-(2-hydroxy-ethoxymethyl)-7H-pyrrolo(2,3-d)pyrimidine-5-carboxylic acid hydrazide;4-Amino-7-((2-hydroxyethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbohydrazide;4-Amino-7-(2-hydroxy-ethoxymethyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylic acid hydrazide;CHEMBL30506;DTXSID20923368;4-amino-7-(2-hydroxyethoxymethyl)pyrrolo[2,3-d]pyrimidine-5-carbohydrazide;4-Amino-7-[(2-hydroxyethoxy)methyl]-7H-pyrrolo[2,3-d]pyrimidine-5-carbohydrazonic acid

Chemical Property of 4-Amino-7-(2-hydroxy-ethoxymethyl)-7H-pyrrolo(2,3-d)pyrimidine-5-carboxylic acid hydrazide

Chemical Property:

• Density: 1.7g/cm³
• XLogP3: -2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 266.11273833
• Heavy Atom Count: 19
• Complexity: 318

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C2=C(N=CN=C2N1COCCO)N)C(=O)NN

Technology Process of 4-Amino-7-(2-hydroxy-ethoxymethyl)-7H-pyrrolo(2,3-d)pyrimidine-5-carboxylic acid hydrazide

There total 4 articles about 4-Amino-7-(2-hydroxy-ethoxymethyl)-7H-pyrrolo(2,3-d)pyrimidine-5-carboxylic acid hydrazide 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: 60.0%

4-amino-7-<(2-hydroxyethoxy)methyl>pyrrolo<2,3-d>pyrimidine-5-formimidate (120386-10-9) → 4-amino-7-<(2-hydroxyethoxy)methyl>pyrrolo<2,3-d>pyrimidine-5-carbohydrazide (120386-12-1)

Guidance literature:

With hydrazine hydrate; In ethanol; for 3h; Heating;

DOI:10.1021/jm00127a003

Reference yield:

4-amino-6-bromo-5-cyanopyrrolo[2,3-d]pyrimidine (19393-83-0) → 4-amino-7-<(2-hydroxyethoxy)methyl>pyrrolo<2,3-d>pyrimidine-5-carbohydrazide (120386-12-1)

Guidance literature:

Multi-step reaction with 4 steps

2: 43 percent / methanolic ammonia / 6 h / 5 °C

3: 23 percent / NaOMe / 3 h / Ambient temperature

4: 60 percent / hydrazine hydrate / ethanol / 3 h / Heating

With ammonia; sodium methylate; hydrazine hydrate; In ethanol;

DOI:10.1021/jm00127a003

Reference yield:

4-amino-5-cyano-7-<(2-acetoxyethoxy)methyl>pyrrolo<2,3-d>pyrimidine (120386-04-1) → 4-amino-7-<(2-hydroxyethoxy)methyl>pyrrolo<2,3-d>pyrimidine-5-carbohydrazide (120386-12-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 43 percent / methanolic ammonia / 6 h / 5 °C

2: 23 percent / NaOMe / 3 h / Ambient temperature

3: 60 percent / hydrazine hydrate / ethanol / 3 h / Heating

With ammonia; sodium methylate; hydrazine hydrate; In ethanol;

DOI:10.1021/jm00127a003

upstream raw materials:

4-amino-7-<(2-hydroxyethoxy)methyl>pyrrolo<2,3-d>pyrimidine-5-formimidate

4-amino-6-bromo-5-cyanopyrrolo[2,3-d]pyrimidine

2-amino-5-cyano-7-<(2-hydroxyethoxy)methyl>pyrrolo<2,3-d>pyrimidine

4-amino-5-cyano-7-<(2-acetoxyethoxy)methyl>pyrrolo<2,3-d>pyrimidine