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

HRID 1611954Notes

Reaction equation

HRID 1611954 reaction equation
[CH3:1][O:2][CH2:3][C:4]([OH:6])=O.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[F:31][C:32]1[CH:37]=[CH:36][C:35]([C:38]2[C:46]3[O:45][C:44]([NH2:47])=[N:43][C:42]=3[C:41]([O:48][CH3:49])=[CH:40][CH:39]=2)=[CH:34][CH:33]=1>C1COCC1.O1CCOCC1.CN(C=O)C>[F:31][C:32]1[CH:33]=[CH:34][C:35]([C:38]2[C:46]3[O:45][C:44]([NH:47][C:4](=[O:6])[CH2:3][O:2][CH3:1])=[N:43][C:42]=3[C:41]([O:48][CH3:49])=[CH:40][CH:39]=2)=[CH:36][CH:37]=1

Participants

7

Reactant 3

HCID 12251Methoxyacetic 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 22252257N-[7-(4-Fluoro-phenyl)-4-methoxy-benzooxazol-2-yl]-2-methoxy-acetamide

Reagents, catalysts & solvents 3

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Procedure

From methoxyacetic 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 (%): 331 (M+H+, 100).

Sources & evidence

ORD record
ord-06f8a8f8e1534d158d5f5b44e178dbd1
Source dataset
uspto-grants-2006_01
Patent number
US06992083B2

Reaction notes

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