1,8-Diazabicyclo(5.4.0)undec-7-ene → 2-Amino-4-(3,5-dimethyl-pyridin-2-yl-methoxy)-6-pyridin-2-yl-pyrimidine-5-carbonitrile

HRID 1356108Notes

Reaction equation

HRID 1356108 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](S(C)=O)[C:5]([C:11]#[N:12])=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[N:3]=1.[CH3:19][C:20]1[C:21]([CH2:27][OH:28])=[N:22][CH:23]=[C:24]([CH3:26])[CH:25]=1.C1CCN2C(=NCCC2)CC1>COCCOC>[NH2:1][C:2]1[N:7]=[C:6]([O:28][CH2:27][C:21]2[C:20]([CH3:19])=[CH:25][C:24]([CH3:26])=[CH:23][N:22]=2)[C:5]([C:11]#[N:12])=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[N:3]=1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 10630548(3,5-Dimethylpyridin-2-yl)methanolHCID 185076952-Amino-4-methanesulfinyl-6-pyridin-2-yl-pyrimidine-5-carbonitrile

Product 1

HCID 185076632-Amino-4-(3,5-dimethyl-pyridin-2-yl-methoxy)-6-pyridin-2-yl-pyrimidine-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

From 2-amino-4-methanesulfinyl-6-pyridin-2-yl-pyrimidine-5-carbonitrile, 3,5-dimethyl-2-pyridinemethanol and DBU in DME. EI-MS m/e (%): 332 (M+, 100), 303 (34), 120 (31).

Sources & evidence

ORD record
ord-6c792d861ced45a9a9c135ead09bb793
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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