Lawesson's reagent → HCID 86671884, compound

HRID 331149Notes

Reaction equation

HRID 331149 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([F:28])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[C:10]([C@:15]3([CH3:27])[C:21]([F:23])([F:22])[C:20]([CH3:25])([CH3:24])[O:19][CH2:18][C:17](=O)[NH:16]3)[CH:9]=2)[CH:7]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:38])=CC=1>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]([F:28])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[C:10]([C@:15]3([CH3:27])[C:21]([F:23])([F:22])[C:20]([CH3:25])([CH3:24])[O:19][CH2:18][C:17](=[S:38])[NH:16]3)[CH:9]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 68380499HCID 68380499, compound

Product 1

HCID 86671884HCID 86671884, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The reaction of (R)-5-(5′-chloro-4,3′-difluoro-biphenyl-3-yl)-6,6-difluoro-5,7,7-trimethyl-[1,4]oxazepan-3-one (130 mg, 313 μmol) with Lawesson's reagent (130 mg, 313 μmol) in 1,4-dioxane (5 ml) yielded the (R)-5-(5′-chloro-4,3′-difluoro-biphenyl-3-yl)-6,6-difluoro-5,7,7-trimethyl-[1,4]oxazepan-3-thione (131 mg, 97%) as a white foam. MS (ISP): m/z=432.2 [M+H]+ and 434.2 [M+2+H]+.

Sources & evidence

ORD record
ord-d996058592bd47bfac0ecbc5866d3175
Source dataset
uspto-grants-2014_11
Patent number
US08877744B2

Reaction notes

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