HCID 68380241, compound → HCID 86671896, compound

HRID 331176Notes

Reaction equation

HRID 331176 reaction equation
CC1(C)COB([C:8]2[C:9]([F:28])=[CH:10][C:11]([F:27])=[C:12]([C@:14]3([CH3:26])[C:20]([F:22])([F:21])[C:19]([CH3:24])([CH3:23])[O:18][CH2:17][C:16](=[O:25])[NH:15]3)[CH:13]=2)OC1.Cl[C:31]1[O:32][C:33]2[CH:39]=[C:38]([C:40]([F:43])([F:42])[F:41])[CH:37]=[CH:36][C:34]=2[N:35]=1>[Pd]>[F:27][C:11]1[CH:10]=[C:9]([F:28])[C:8]([C:31]2[O:32][C:33]3[CH:39]=[C:38]([C:40]([F:43])([F:42])[F:41])[CH:37]=[CH:36][C:34]=3[N:35]=2)=[CH:13][C:12]=1[C@:14]1([CH3:26])[C:20]([F:22])([F:21])[C:19]([CH3:23])([CH3:24])[O:18][CH2:17][C:16](=[O:25])[NH:15]1

Participants

4

Reactant 2

HCID 68380241HCID 68380241, compoundHCID 683804742-Chloro-6-(trifluoromethyl)-1,3-benzoxazole

Product 1

HCID 86671896HCID 86671896, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

In a manner analogous to that described in Example 19a), the palladium-catalyzed coupling of (R)-5-[5-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-2,4-difluoro-phenyl]-6,6-difluoro-5,7,7-trimethyl-[1,4]oxazepan-3-one (intermediate D1.1) and 2-chloro-6-(trifluoromethyl)benzo[d]oxazole yielded the title compound (73% yield) as a white solid. MS (ISP): m/z=491.2 [M+H]+.

Sources & evidence

ORD record
ord-2d7a6c178c5e4a4d8296eb179df8efc4
Source dataset
uspto-grants-2014_11
Patent number
US08877744B2

Reaction notes

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