Propionic Acid → N-[7-(4-Fluoro-phenyl)-4-methoxy-benzooxazol-2-yl]-propionamide

HRID 1611953Notes

Reaction equation

HRID 1611953 reaction equation
[C:1]([OH:5])(=O)[CH2:2][CH3:3].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[F:30][C:31]1[CH:36]=[CH:35][C:34]([C:37]2[C:45]3[O:44][C:43]([NH2:46])=[N:42][C:41]=3[C:40]([O:47][CH3:48])=[CH:39][CH:38]=2)=[CH:33][CH:32]=1>C1COCC1.O1CCOCC1.CN(C=O)C>[F:30][C:31]1[CH:32]=[CH:33][C:34]([C:37]2[C:45]3[O:44][C:43]([NH:46][C:1](=[O:5])[CH2:2][CH3:3])=[N:42][C:41]=3[C:40]([O:47][CH3:48])=[CH:39][CH:38]=2)=[CH:35][CH:36]=1

Participants

7

Reactant 3

HCID 1032Propionic AcidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 222522347-(4-Fluoro-phenyl)-4-methoxy-benzooxazol-2-ylamine

Product 1

HCID 22252263N-[7-(4-Fluoro-phenyl)-4-methoxy-benzooxazol-2-yl]-propionamide

Reagents, catalysts & solvents 3

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Procedure

From propionic acid, HATU and N-diethylisopropylamine in THF, then treatment with 7-(4-fluoro-phenyl)-4-methoxy-benzooxazol-2-ylamine in dioxane and DMF. ES-MS m/e (%): 315 (M+H+, 100).

Sources & evidence

ORD record
ord-ec80f052a9154a978878eadfed935c20
Source dataset
uspto-grants-2006_01
Patent number
US06992083B2

Reaction notes

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