Lawesson's reagent → HCID 86671895, compound
Reaction equation
[F:1][C:2]1[C:3]([F:32])=[CH:4][C:5]2[O:9][C:8]([C:10]3[C:11]([F:30])=[CH:12][C:13]([F:29])=[C:14]([C@:16]4([CH3:28])[C:22]([F:24])([F:23])[C:21]([CH3:26])([CH3:25])[O:20][CH2:19][C:18](=O)[NH:17]4)[CH:15]=3)=[N:7][C:6]=2[CH:31]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:42])=CC=1>>[F:1][C:2]1[C:3]([F:32])=[CH:4][C:5]2[O:9][C:8]([C:10]3[C:11]([F:30])=[CH:12][C:13]([F:29])=[C:14]([C@:16]4([CH3:28])[C:22]([F:24])([F:23])[C:21]([CH3:26])([CH3:25])[O:20][CH2:19][C:18](=[S:42])[NH:17]4)[CH:15]=3)=[N:7][C:6]=2[CH:31]=1Participants
3
Procedure
In a manner analogous to that described in Example 2b), the reaction of (R)-5-[5-(5,6-difluoro-benzooxazol-2-yl)-2,4-difluoro-phenyl]-6,6-difluoro-5,7,7-trimethyl-[1,4]oxazepan-3-one (130 mg, 284 μmol) with Lawesson's reagent (126 mg, 312 μmol) yielded the title compound (83 mg, 62% yield as a white solid. MS (ISP): m/z=475.1 [M+H]+.
Sources & evidence
- ORD record
- ord-c9419b676190489283eaf70f20ae23fe
- Source dataset
- uspto-grants-2014_11
- Patent number
- US08877744B2
Reaction notes
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