4-Amino-7-(3-bromo-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7H-pyrrolo(2,3-d)pyrimidine-5-carbonitrile

Base Information

Chemical Name:4-Amino-7-(3-bromo-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7H-pyrrolo(2,3-d)pyrimidine-5-carbonitrile
CAS No.:127913-81-9
Molecular Formula:C₁₂H₁₂BrN₅O₃
Molecular Weight:354.163
Hs Code.:
DSSTox Substance ID:DTXSID50926024
Wikidata:Q82900486
ChEMBL ID:CHEMBL3142830
Mol file:127913-81-9.mol

Synonyms:127913-81-9;4-Amino-7-((2R,3S,4R,5R)-3-bromo-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile;4-Amino-7-(3-bromo-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7H-pyrrolo(2,3-d)pyrimidine-5-carbonitrile;4-Amino-7-(3-bromo-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile;CHEMBL3142830;DTXSID50926024;4-Amino-7-(2-bromo-2-deoxypentofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile;4-amino-7-[(2R,3S,4R,5R)-3-bromo-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Suppliers and Price of 4-Amino-7-(3-bromo-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7H-pyrrolo(2,3-d)pyrimidine-5-carbonitrile

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 4-Amino-7-(3-bromo-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7H-pyrrolo(2,3-d)pyrimidine-5-carbonitrile

Chemical Property:

Vapor Pressure:1.84E-21mmHg at 25°C
Boiling Point:715.1°Cat760mmHg
Flash Point:386.3°C
Density:2.11g/cm³
XLogP3:-0.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:2
Exact Mass:353.01235
Heavy Atom Count:21
Complexity:446

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=C(C2=C(N=CN=C2N1C3C(C(C(O3)CO)O)Br)N)C#N
Isomeric SMILES:C1=C(C2=C(N=CN=C2N1[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)Br)N)C#N

Technology Process of 4-Amino-7-(3-bromo-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7H-pyrrolo(2,3-d)pyrimidine-5-carbonitrile

There total 3 articles about 4-Amino-7-(3-bromo-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-7H-pyrrolo(2,3-d)pyrimidine-5-carbonitrile 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: 73.0%

: 127880-93-7
4-amino-5-cyano-7-<3,5-O-<1,1,3,3-tetrakis(methylethyl)disiloxan-1,3-diyl>-2-deoxy-2-bromo-β-D-arabinofuranosyl>pyrrolo<2,3-d>pyrimidine

: 127913-81-9
4-amino-5-cyano-7-(2-deoxy-2-bromo-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.166667h;
DOI:10.1021/jm00174a011

Reference yield:

: 85335-79-1
4-amino-5-cyano-7-<3,5-O-<1,1,3,3-tetrakis(methylethyl)disiloxan-1,3-diyl>-β-D-ribofuranosyl>pyrrolo<2,3-d>pyrimidine

: 127913-81-9
4-amino-5-cyano-7-(2-deoxy-2-bromo-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine

Guidance literature:: Multi-step reaction with 3 steps

1: 84 percent / 4-(dimethylamino)pyridine (4-DMAP) / 1,2-dichloro-ethane / 0 °C

2: 1.59 g / lithium bromide / hexamethylphosphoric acid triamide / 3 h / Ambient temperature

3: 73 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C

With dmap; tetrabutyl ammonium fluoride; lithium bromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; 1,2-dichloro-ethane;
DOI:10.1021/jm00174a011

Reference yield:

: 127880-83-5
4-amino-5-cyano-7-<3,5-O-<1,1,3,3-tetrakis(methylethyl)disiloxan-1,3-diyl>-2-O-<(trifluoromethyl)sulfonyl>-β-D-ribofuranosyl>pyrrolo<2,3-d>pyrimidine

: 127913-81-9
4-amino-5-cyano-7-(2-deoxy-2-bromo-β-D-arabinofuranosyl)pyrrolo<2,3-d>pyrimidine

Guidance literature:: Multi-step reaction with 2 steps

1: 1.59 g / lithium bromide / hexamethylphosphoric acid triamide / 3 h / Ambient temperature

2: 73 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 0.17 h / 0 °C

With tetrabutyl ammonium fluoride; lithium bromide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/jm00174a011