Morpholine → N-(4-Methoxy-7-morpholin-4-yl-benzooxazol-2-yl)-2-morpholin-4-yl-isonicotinamide

HRID 1611967Notes

Reaction equation

HRID 1611967 reaction equation
CN(C(O[N:9]1N=N[C:11]2[CH:12]=[CH:13][CH:14]=[N:15][C:10]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[CH3:25][O:26][C:27]1[C:32]2[N:33]=[C:34]([NH2:36])[O:35][C:31]=2[C:30]([N:37]2[CH2:42][CH2:41][O:40][CH2:39][CH2:38]2)=[CH:29][CH:28]=1.[C:43](=[O:46])([O-])[O-].[Cs+].[Cs+].N1[CH2:54][CH2:53][O:52][CH2:51][CH2:50]1>C1COCC1.O1CCOCC1.CN1C(=O)CCC1>[CH3:25][O:26][C:27]1[C:32]2[N:33]=[C:34]([NH:36][C:43](=[O:46])[C:12]3[CH:13]=[CH:14][N:15]=[C:10]([N:9]4[CH2:54][CH2:53][O:52][CH2:51][CH2:50]4)[CH:11]=3)[O:35][C:31]=2[C:30]([N:37]2[CH2:42][CH2:41][O:40][CH2:39][CH2:38]2)=[CH:29][CH:28]=1

Participants

8

Reactant 4

HCID 8083MorpholineHCID 10796Cesium carbonateHCID 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 22252246N-(4-Methoxy-7-morpholin-4-yl-benzooxazol-2-yl)-2-morpholin-4-yl-isonicotinamide

Reagents, catalysts & solvents 3

HCID 8028TetrahydrofuranSolventHCID 13387N-methyl-2-pyrrolidoneSolventHCID 312751,4-DioxaneSolvent

Procedure

From 2-bromo-isonicotinic, HATU and N-diethylisopropylamine in THF, followed by treatment with 4-methoxy-7-morpholin-4-yl-benzooxazol-2-yl-amine in dioxane. Then treatment with cesium carbonate and morpholine in NMP. ES-MS m/e (%): 440 (M+H+, 100).

Sources & evidence

ORD record
ord-6151ed3a28594eecbff16c761207b585
Source dataset
uspto-grants-2006_01
Patent number
US06992083B2

Reaction notes

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