1,8-Diazabicyclo(5.4.0)undec-7-ene → 2-Amino-4-[2-(4-chloro-phenylamino)-ethylamino]-6-furan-2-yl-pyrimidine-5-carbonitrile

HRID 1355986Notes

Reaction equation

HRID 1355986 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[O:9][CH:10]=[CH:11][CH:12]=2)[C:5]([C:13]#[N:14])=[C:4](S(C)=O)[N:3]=1.C(O)(=O)/C=C\C(O)=O.[Cl:26][C:27]1[CH:32]=[CH:31][C:30]([NH:33][CH2:34][CH2:35][NH2:36])=[CH:29][CH:28]=1.C1CCN2C(=NCCC2)CC1>COCCOC>[NH2:1][C:2]1[N:3]=[C:4]([NH:36][CH2:35][CH2:34][NH:33][C:30]2[CH:31]=[CH:32][C:27]([Cl:26])=[CH:28][CH:29]=2)[C:5]([C:13]#[N:14])=[C:6]([C:8]2[O:9][CH:10]=[CH:11][CH:12]=2)[N:7]=1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 185076922-Amino-4-(furan-2-YL)-6-(methylsulfinyl)pyrimidine-5-carbonitrileHCID 69783430N-(p-chlorophenyl)ethylenediamine maleate

Product 1

HCID 185076812-Amino-4-[2-(4-chloro-phenylamino)-ethylamino]-6-furan-2-yl-pyrimidine-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

From 2-amino-4-furan-2-yl-6-methanesulfinyl-pyrimidine-5-carbonitrile, N-(p-chlorophenyl)ethylenediamine maleate and DBU in DME. ES-MS m/e (%): 357 (M{37Cl}+H+, 40), 355 (M{35Cl}+H+, 100).

Sources & evidence

ORD record
ord-129b0c6da184478ea064749c669d476d
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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