2-Chloro-4,6-bis(morpholin-4-yl)-1,3,5-triazine → HCID 58507914, compound

HRID 1408446Notes

Reaction equation

HRID 1408446 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][CH2:9]2)[N:5]=[C:4]([N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)[N:3]=1.[F:20][C:21]1[CH:22]=[N:23][CH:24]=[C:25](B2OC(C)(C)C(C)(C)O2)[CH:26]=1>CCCCCC.C(OCC)(=O)C>[F:20][C:21]1[CH:26]=[C:25]([C:2]2[N:7]=[C:6]([N:8]3[CH2:13][CH2:12][O:11][CH2:10][CH2:9]3)[N:5]=[C:4]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)[N:3]=2)[CH:24]=[N:23][CH:22]=1

Participants

4

Reactant 2

HCID 2249672-Chloro-4,6-bis(morpholin-4-yl)-1,3,5-triazineHCID 164142683-Fluoro-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Product 1

HCID 58507914HCID 58507914, compoundYield 31%

Reagents, catalysts & solvents 1

HCID 21226206Ethyl acetate hexaneSolvent

Procedure

Following the general procedure A, 4,4′-(6-chloro-1,3,5-triazine-2,4-diyl)dimorpholine was coupled with 3-fluoropyridine-5-boronic acid pinacol ester with reaction time of 15 h. Chromatography (hexane/ethyl acetate 1:1) gave the 31% of the title compound.

Sources & evidence

ORD record
ord-d6ca00a9fe3c4e2f9b1d3c9261384151
Source dataset
uspto-grants-2014_12
Patent number
US08921361B2

Reaction notes

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