HCID 68379968, compound → HCID 86671894, compound

HRID 331173Notes

Reaction equation

HRID 331173 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]([F:40])[C:37]([F:41])=[CH:36][C:34]=2[N:35]=1>[Pd]>[F:41][C:37]1[C:38]([F:40])=[CH:39][C:33]2[O:32][C:31]([C:8]3[C:9]([F:28])=[CH:10][C:11]([F:27])=[C:12]([C@:14]4([CH3:26])[C:20]([F:21])([F:22])[C:19]([CH3:24])([CH3:23])[O:18][CH2:17][C:16](=[O:25])[NH:15]4)[CH:13]=3)=[N:35][C:34]=2[CH:36]=1

Participants

4

Reactant 2

HCID 68379968HCID 68379968, compoundHCID 68380241HCID 68380241, compound

Product 1

HCID 86671894HCID 86671894, compoundYield 74%

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-5,6-difluorobenzo[d]oxazole yielded the title compound (74% yield) as a white powder. MS (ISP): m/z=459.2 [M+H]+.

Sources & evidence

ORD record
ord-3dd90bc8bd31458d9c10354858e7307c
Source dataset
uspto-grants-2014_11
Patent number
US08877744B2

Reaction notes

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