6-Methylnicotinic acid → N-(4-Methoxy-7-morpholin-4-yl-benzooxazol-2-yl)-6-methyl-nicotinamide

HRID 1611965Notes

Reaction equation

HRID 1611965 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=O)=[CH:4][N:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:35][O:36][C:37]1[C:42]2[N:43]=[C:44]([NH2:46])[O:45][C:41]=2[C:40]([N:47]2[CH2:52][CH2:51][O:50][CH2:49][CH2:48]2)=[CH:39][CH:38]=1>C1COCC1.O1CCOCC1.CN(C=O)C>[CH3:35][O:36][C:37]1[C:42]2[N:43]=[C:44]([NH:46][C:6](=[O:8])[C:5]3[CH:9]=[CH:10][C:2]([CH3:1])=[N:3][CH:4]=3)[O:45][C:41]=2[C:40]([N:47]2[CH2:52][CH2:51][O:50][CH2:49][CH2:48]2)=[CH:39][CH:38]=1

Participants

7

Reactant 3

HCID 1378606-Methylnicotinic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 22252247HCID 22252247, compound

Product 1

HCID 22252236N-(4-Methoxy-7-morpholin-4-yl-benzooxazol-2-yl)-6-methyl-nicotinamide

Reagents, catalysts & solvents 3

HCID 6228DimethylformamideSolventHCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Procedure

From 6-methyl-nicotinic acid, HATU and N-diethylisopropylamine in THF, then treatment with 4-methoxy-7-morpholin-4-yl-benzooxazol-2-yl-amine in dioxane and DMF. ES-MS m/e (%): 369 (M+H+, 100).

Sources & evidence

ORD record
ord-759ab99e5cc4408f9bcc3f45c9cdf15e
Source dataset
uspto-grants-2006_01
Patent number
US06992083B2

Reaction notes

Loading…