4-(4-(5-Nitrothiazol-2-yl)phenyl)morpholine → 2-(4-Morpholinophenyl)thiazol-5-amine

HRID 56118Notes

Reaction equation

HRID 56118 reaction equation
[N+:1]([C:4]1[S:8][C:7]([C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:11][CH:10]=2)=[N:6][CH:5]=1)([O-])=O>C(Cl)Cl.[Pd]>[O:18]1[CH2:19][CH2:20][N:15]([C:12]2[CH:11]=[CH:10][C:9]([C:7]3[S:8][C:4]([NH2:1])=[CH:5][N:6]=3)=[CH:14][CH:13]=2)[CH2:16][CH2:17]1

Participants

4

Reactant 1

HCID 900226604-(4-(5-Nitrothiazol-2-yl)phenyl)morpholine

Product 1

HCID 900229082-(4-Morpholinophenyl)thiazol-5-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(4-(5-nitrothiazol-2-yl)phenyl)morpholine (0.70 g, 2.44 mmol) in CH2Cl2 (20 mL) was added Pd/C (70 mg). The reaction mixture was stirred at rt under H2 overnight, and filtered. The filtrate was concentrated in vacuo to give the title compound as an offwhite solid (0.20 g, 32%).

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-27f6e5cccbac4547b2bdd574a7edf9c1
Source dataset
uspto-grants-2016_09
Patent number
US09434695B2

Reaction notes

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