4-(3-Nitro-5-thiomorpholinopyridin-2-yl)morpholine → 2-(4-morpholinyl)-5-(4-thiomorpholinyl)-3-Pyridinamine

HRID 1431259Notes

Reaction equation

HRID 1431259 reaction equation
[N+:1]([C:4]1[C:5]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)=[N:6][CH:7]=[C:8]([N:10]2[CH2:15][CH2:14][S:13][CH2:12][CH2:11]2)[CH:9]=1)([O-])=O>CO.[Pd]>[O:19]1[CH2:20][CH2:21][N:16]([C:5]2[C:4]([NH2:1])=[CH:9][C:8]([N:10]3[CH2:15][CH2:14][S:13][CH2:12][CH2:11]3)=[CH:7][N:6]=2)[CH2:17][CH2:18]1

Participants

4

Reactant 1

HCID 596312804-(3-Nitro-5-thiomorpholinopyridin-2-yl)morpholine

Product 1

HCID 596313712-(4-morpholinyl)-5-(4-thiomorpholinyl)-3-Pyridinamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-(3-nitro-5-thiomorpholinopyridin-2-yl)morpholine (140 mg, 0.45 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: 10 bar) to give 2-morpholino-5-thiomorpholinopyridin-3-amine.

Sources & evidence

ORD record
ord-93876271b0804e1f84bb077ae34a5db0
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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