1-Butanol → 5-Bromo-4-butoxy-6-furan-2-yl-pyrimidin-2-yl-amine

HRID 1355902Notes

Reaction equation

HRID 1355902 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.[CH2:17]([OH:21])[CH2:18][CH2:19][CH3:20].C1CCN2C(=NCCC2)CC1>O1CCOCC1>[Br:1][C:2]1[C:7]([O:21][CH2:17][CH2:18][CH2:19][CH3:20])=[N:6][C:5]([NH2:11])=[N:4][C:3]=1[C:12]1[O:13][CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 2631-ButanolHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 185072865-Bromo-4-furan-2-yl-6-methanesulfinyl-pyrimidin-2-ylamine

Product 1

HCID 185074375-Bromo-4-butoxy-6-furan-2-yl-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, butanol and DBU in dioxane. ES-MS m/e (%): 314 (M{81Br}+H+, 100), 312 (M{79Br}+H+, 98), 258 ([M{81Br}+H-EtCH═CH2]+, 92), 256 ([M{8Br}+H-EtCH ═CH2]+, 90).

Sources & evidence

ORD record
ord-c193a5c6d67340b7b687b1b017121364
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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