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

HRID 1356194Notes

Reaction equation

HRID 1356194 reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[O:9][CH:10]=[C:11]([Br:13])[CH:12]=2)[C:5]([C:14]#[N:15])=[C:4](S(C)=O)[N:3]=1.[CH3:19][C:20]1[CH:21]=[CH:22][C:23]([CH2:26][OH:27])=[N:24][CH:25]=1.C1CCN2C(=NCCC2)CC1>COCCOC>[NH2:1][C:2]1[N:7]=[C:6]([C:8]2[O:9][CH:10]=[C:11]([Br:13])[CH:12]=2)[C:5]([C:14]#[N:15])=[C:4]([O:27][CH2:26][C:23]2[CH:22]=[CH:21][C:20]([CH3:19])=[CH:25][N:24]=2)[N:3]=1

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 12325387(5-Methylpyridin-2-yl)methanolHCID 185074982-Amino-4-(4-bromo-furan-2-yl)-6-methanesulfinyl-pyrimidine-5-carbonitrile

Product 1

HCID 185072252-Amino-4-(4-bromo-furan-2-yl)-6-(5-methyl-pyridin-2-yl-methoxy)-pyrimidine-5-carbonitrile

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

From 2-amino-4-(4-bromo-furan-2-yl)-6-methanesulfinyl-pyrimidine-5-carbonitrile, 5-methyl-2-pyridinemethanol and DBU in DME. ES-MS m/e (%): 388 (M{81Br}+H+, 100), 386 (M{79Br}+H+, 95).

Sources & evidence

ORD record
ord-81dfebd58e854c2c9bd6f9e485916a3f
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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