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1,8-Diazabicyclo(5.4.0)undec-7-ene → 5-Bromo-4-furan-2-yl-6-(3-phenyl-allyloxy)-pyrimidin-2-yl-amine

HRID 1355950
Notes
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Reaction equation

HRID 1355950 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:26])/[CH:18]=[CH:19]/[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=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][CH2:17][CH:18]=[CH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1
ParticipantsProcedureSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 5315892Cinnamyl AlcoholHCID 185072865-Bromo-4-furan-2-yl-6-methanesulfinyl-pyrimidin-2-ylamine

Product 1

HCID 692897775-Bromo-4-furan-2-yl-6-(3-phenyl-allyloxy)-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, (E)-cinnamyl alcohol and DBU in dioxane. EI-MS m/e (%): 373 (M{81Br}+, 4), 371 (M{79Br}+, 4), 292 ([M—Br]+, 8),202 (14), 117(100), 115 (38),91 (17).

Sources & evidence

ORD record
ord-ec152ff2678b427db2e13791c87aaaa2
Source dataset
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06586441B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes