Lawesson's reagent → HCID 86671897, compound

HRID 331177Notes

Reaction equation

HRID 331177 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]2[O:10][C:11]3[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][C:12]=3[N:13]=2)=[CH:4][C:3]=1[C@:22]1([CH3:34])[C:28]([F:30])([F:29])[C:27]([CH3:32])([CH3:31])[O:26][CH2:25][C:24](=O)[NH:23]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:44])=CC=1>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([C:9]2[O:10][C:11]3[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][C:12]=3[N:13]=2)=[CH:4][C:3]=1[C@:22]1([CH3:34])[C:28]([F:30])([F:29])[C:27]([CH3:32])([CH3:31])[O:26][CH2:25][C:24](=[S:44])[NH:23]1

Participants

3

Reactant 2

HCID 87949Lawesson's reagentHCID 86671896HCID 86671896, compound

Product 1

HCID 86671897HCID 86671897, compoundYield 67%

Procedure

In a manner analogous to that described in Example 2b), the reaction of (R)-5-[2,4-difluoro-5-(6-trifluoromethyl-benzo oxazol-2-yl)-phenyl]-6,6-difluoro-5,7,7-trimethyl-[1,4]oxazepan-3-one (163 mg, 332 μmol) with Lawesson's reagent (145 mg, 359 μmol) yielded the title compound (113 mg, 67% yield as a white solid. MS (ISP): m/z=507.1 [M+H]+.

Sources & evidence

ORD record
ord-2dc84ae90cee476f8598e36ff635a0ad
Source dataset
uspto-grants-2014_11
Patent number
US08877744B2

Reaction notes

Loading…