Lawesson's reagent → 4,6-Dimethoxy-pyrimidin-2-carbothioic acid amide
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([C:11]([NH2:13])=O)[N:4]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:23])=CC=1>C1COCC1>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([C:11](=[S:23])[NH2:13])[N:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 90 °C
Procedure
To a stirred solution of compound 286 (21.86 g, 1 eq.) in dry THF (200 mL) was added Lawesson's reagent (29 g, 0.6 eq.) under nitrogen. The mixture was then stirred at 90° C. for 1 hr and then concentrated in vacuo. The residue obtained was triturated in a DCM/diisopropyl ether mixture to yield compound 287 as an orange solid in 72% yield. MS (ESI, E1 m/z=200 (MH+).
Workup
- concentrationconcentrated in vacuo
- customThe residue obtained
- customwas triturated in a DCM/diisopropyl ether mixture
Sources & evidence
- ORD record
- ord-52ce3ef4b8714aa4bfef9a53898d955b
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08993595B2
Reaction notes
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