Cesium carbonate → 2-Amino-4-(4,5-dihydro-furan-2-yl)-6-(pyridin-2-yl-methoxy)-pyrimidine-5-carbonitrile

HRID 1356138Notes

Reaction equation

HRID 1356138 reaction equation
[NH2:1][C:2]1[NH:3][C:4](=[O:15])[C:5]([C:13]#[N:14])=[C:6]([C:8]2[O:9][CH2:10][CH2:11][CH:12]=2)[N:7]=1.Cl.[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:23]Cl.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[O:9][CH2:10][CH2:11][CH:12]=2)[C:5]([C:13]#[N:14])=[C:4]([O:15][CH2:23][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][N:17]=2)[N:3]=1

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 23392Picolyl chloride hydrochlorideHCID 1357249962-Amino-4-(4,5-dihydro-furan-2-yl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile

Product 1

HCID 185072592-Amino-4-(4,5-dihydro-furan-2-yl)-6-(pyridin-2-yl-methoxy)-pyrimidine-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

From 2-amino-4-(4,5-dihydro-furan-2-yl)-6-oxo-1,6-dihydro-pyrimidine-5-carbonitrile, 2-picolyl chloride hydrochloride and caesium carbonate in DMF. ES-MS m/e (%): 296 (M+H+, 100).

Sources & evidence

ORD record
ord-38c2b32f1187499fa6728dafcfcee7be
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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