Benzenepropanol → 5-Bromo-4-furan-2-yl-6-(3-phenyl-propoxy)-pyrimidin-2-yl-amine

HRID 1355903Notes

Reaction equation

HRID 1355903 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.[C:17]1([CH2:23][CH2:24][CH2:25][OH:26])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.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:26][CH2:25][CH2:24][CH2:23][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 31234BenzenepropanolHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 185072865-Bromo-4-furan-2-yl-6-methanesulfinyl-pyrimidin-2-ylamine

Product 1

HCID 99696095-Bromo-4-furan-2-yl-6-(3-phenyl-propoxy)-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, 3-phenyl-1-propanol and DBU in dioxane. ES-MS m/e (%): 376 (M{81Br}+H+, 98), 374 (M{79Br}+H+, 100), 258 ([M{81Br}+H-BnCH═CH2]+, 55), 256 ([M{81Br}+H-BnCH ═CH2]+, 50).

Sources & evidence

ORD record
ord-82f0df81fe73476094c290d1b45cbe35
Source dataset
uspto-grants-2003_07
Patent number
US06586441B2

Reaction notes

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