4-[5-(1,1-Dioxidothiomorpholin-4-yl)-3-nitropyridin-2-yl]morpholine → 5-(1,1-Dioxidothiomorpholin-4-yl)-2-morpholin-4-ylpyridin-3-amine

HRID 1431262Notes

Reaction equation

HRID 1431262 reaction equation
[O:1]=[S:2]1(=[O:23])[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[C:10]([N+:20]([O-])=O)[C:11]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[N:12][CH:13]=2)[CH2:4][CH2:3]1>CO.[Pd]>[O:23]=[S:2]1(=[O:1])[CH2:3][CH2:4][N:5]([C:8]2[CH:9]=[C:10]([NH2:20])[C:11]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)=[N:12][CH:13]=2)[CH2:6][CH2:7]1

Participants

4

Reactant 1

HCID 596313874-[5-(1,1-Dioxidothiomorpholin-4-yl)-3-nitropyridin-2-yl]morpholine

Product 1

HCID 596312375-(1,1-Dioxidothiomorpholin-4-yl)-2-morpholin-4-ylpyridin-3-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-[5-(1,1-dioxidothiomorpholin-4-yl)-3-nitropyridin-2-yl]morpholine (180 mg, 0.53 mmol) in MeOH (100 mL) was reduced using a continuous flow hydrogenation reactor (flow rate: 1 mL/min, 10% mol Pd/C, temperature 35° C., H2 pressure: 20 bar) to give 5-(1,1-dioxidothiomorpholin-4-yl)-2-morpholin-4-ylpyridin-3-amine.

Sources & evidence

ORD record
ord-ee23b3000c54439dad37f47c100cefea
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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