Lawesson's reagent → HCID 86671880, compound

HRID 331143Notes

Reaction equation

HRID 331143 reaction equation
[F:1][C:2]1([F:26])[C:8]([CH3:10])([CH3:9])[O:7][CH2:6][C:5](=O)[NH:4][C@@:3]1([C:13]1[CH:18]=[C:17]([C:19]2[N:20]([CH3:24])[N:21]=[CH:22][CH:23]=2)[CH:16]=[CH:15][C:14]=1[F:25])[CH3:12].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:36])=CC=1>O1CCOCC1>[F:1][C:2]1([F:26])[C:8]([CH3:10])([CH3:9])[O:7][CH2:6][C:5](=[S:36])[NH:4][C@@:3]1([C:13]1[CH:18]=[C:17]([C:19]2[N:20]([CH3:24])[N:21]=[CH:22][CH:23]=2)[CH:16]=[CH:15][C:14]=1[F:25])[CH3:12]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 68380468HCID 68380468, compound

Product 1

HCID 86671880HCID 86671880, compoundYield 122.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The reaction of (R)-6,6-difluoro-5-[2-fluoro-5-(2-methyl-2H-pyrazol-3-yl)-phenyl]-5,7,7-trimethyl-[1,4]oxazepan-3-one (133 mg, 364 μmol) with Lawesson's reagent (120 mg, 292 μmol) in 1,4-dioxane (12 ml) yielded the (R)-6,6-difluoro-5-[2-fluoro-5-(2-methyl-2H-pyrazol-3-yl)-phenyl]-5,7,7-trimethyl-[1,4]oxazepan-3-thione (137 mg, 98% yield) as a colorless oil. MS (ISP): m/z=384.2 [M+H]+.

Sources & evidence

ORD record
ord-650602ffa5af4245b5a6fd4c6e34deca
Source dataset
uspto-grants-2014_11
Patent number
US08877744B2

Reaction notes

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