2-Methoxyethanol → 5-Bromo-4-furan-2-yl-6-(2-methoxy-ethoxy)-pyrimidin-2-yl-amine

HRID 1355897Notes

Reaction equation

HRID 1355897 reaction equation
[Br:1][C:2]1[C:3]([C:12]2[O:13][CH:14]=[CH:15][CH:16]=2)=[N:4][C:5]([NH2:11])=[N:6][C:7]=1S(C)=O.[CH3:17][O:18][CH2:19][CH2:20][OH:21].C1CCN2C(=NCCC2)CC1>O1CCOCC1>[Br:1][C:2]1[C:3]([C:12]2[O:13][CH:14]=[CH:15][CH:16]=2)=[N:4][C:5]([NH2:11])=[N:6][C:7]=1[O:21][CH2:20][CH2:19][O:18][CH3:17]

Participants

5

Reactant 3

HCID 80192-MethoxyethanolHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 185072865-Bromo-4-furan-2-yl-6-methanesulfinyl-pyrimidin-2-ylamine

Product 1

HCID 185075365-Bromo-4-furan-2-yl-6-(2-methoxy-ethoxy)-pyrimidin-2-yl-amine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

From 5-bromo-4-furan-2-yl-6-methanesulfinyl-pyrimidin-2-yl-amine, 2-methoxyethanol and DBU in dioxane. ES-MS m/e (%): 316 (M{81Br}+H+, 96), 314 (M{79Br}+H+, 100), 258 ([M{81Br}+H-MeOCH═CH2]+, 70), 256 ([M{81Br}+H-MeOCH═CH2]+, 75).

Sources & evidence

ORD record
ord-7e6d9f9af5594254aa64198fd9b1d10c
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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