4-Fluorobenzoic Acid → 4-Fluoro-N-[7-(4-fluoro-phenyl)-4-methoxy-benzooxazol-2-yl]-benzamide

HRID 1611956Notes

Reaction equation

HRID 1611956 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][CH:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[F:35][C:36]1[CH:41]=[CH:40][C:39]([C:42]2[C:50]3[O:49][C:48]([NH2:51])=[N:47][C:46]=3[C:45]([O:52][CH3:53])=[CH:44][CH:43]=2)=[CH:38][CH:37]=1>C1COCC1.O1CCOCC1.CN(C=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([NH:51][C:48]2[O:49][C:50]3[C:42]([C:39]4[CH:40]=[CH:41][C:36]([F:35])=[CH:37][CH:38]=4)=[CH:43][CH:44]=[C:45]([O:52][CH3:53])[C:46]=3[N:47]=2)=[O:8])=[CH:9][CH:10]=1

Participants

7

Reactant 3

HCID 99734-Fluorobenzoic 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 98646414-Fluoro-N-[7-(4-fluoro-phenyl)-4-methoxy-benzooxazol-2-yl]-benzamide

Reagents, catalysts & solvents 3

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Procedure

From 4-fluorobenzoic acid, HATU and N-diethylisopropylamine in THF, then treatment with 7-(4-fluoro-phenyl)-4-methoxy-benzooxazol-2-yl-amine in dioxane and DMF. ES-MS m/e (%): 381 (M+H+, 100).

Sources & evidence

ORD record
ord-639dc8c2bf454e0aa73aa1acdeb7b0a3
Source dataset
uspto-grants-2006_01
Patent number
US06992083B2

Reaction notes

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