1,8-Diazabicyclo(5.4.0)undec-7-ene → (RS)-2-Amino-4-(5-methyl-furan-2-yl)-6-(1-pyridin-2-yl-ethoxy)-pyrimidine-5-carbonitrile

HRID 1355949Notes

Reaction equation

HRID 1355949 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[O:9][C:10]([CH3:13])=[CH:11][CH:12]=2)[C:5]([C:14]#[N:15])=[C:4](SC)[N:3]=1.[CH3:18][CH:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1)[OH:20].C1CCN2C(=NCCC2)CC1>COCCOC>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[O:9][C:10]([CH3:13])=[CH:11][CH:12]=2)[C:5]([C:14]#[N:15])=[C:4]([O:20][CH:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[CH3:18])[N:3]=1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 86784alpha-Methyl-2-pyridinemethanolHCID 185073082-Amino-4-(5-methyl-furan-2-yl)-6-methylsulfanyl-pyrimidine-5-carbonitrile

Product 1

HCID 18507696(RS)-2-Amino-4-(5-methyl-furan-2-yl)-6-(1-pyridin-2-yl-ethoxy)-pyrimidine-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

From 2-amino-4-(5-methyl-furan-2-yl)-6-methylsulfanyl-pyrimidine-5-carbonitrile, (RS)-alpha-methyl-2-pyridinemethanol and DBU in DME. ES-MS m/e (%): 344 (M+Na+, 20), 322 (M+H+, 100).

Sources & evidence

ORD record
ord-059128fbeead4bf7b9d8f331faa308d2
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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