Potassium Phosphate, Tribasic → HCID 86697288, compound

HRID 237616Notes

Reaction equation

[F:1][C:2]1[CH:3]=[CH:4][C:5](B2OC(C)(C)C(C)(C)O2)=[C:6]2[C:10]=1[C@H:9]([O:11][C:12]1[CH:25]=[CH:24][C:15]3[C@H:16]([CH2:19][C:20]([O:22][CH3:23])=[O:21])[CH2:17][O:18][C:14]=3[CH:13]=1)[CH2:8][CH2:7]2.[F:35][C:36]1[CH:41]=[CH:40][CH:39]=[C:38](I)[C:37]=1[C:43]1[N:47]([CH3:48])[N:46]=[N:45][N:44]=1.[O-]P([O-])([O-])=O.[K+].[K+].[K+]>O1CCOCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:38]2[CH:39]=[CH:40][CH:41]=[C:36]([F:35])[C:37]=2[C:43]2[N:47]([CH3:48])[N:46]=[N:45][N:44]=2)=[C:6]2[C:10]=1[C@H:9]([O:11][C:12]1[CH:25]=[CH:24][C:15]3[C@H:16]([CH2:19][C:20]([O:22][CH3:23])=[O:21])[CH2:17][O:18][C:14]=3[CH:13]=1)[CH2:8][CH2:7]2

Participants

Conditions

Temperature: 100 °C

Procedure

In a microwave vial methyl 2-((S)-6-((R)-7-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-yloxy)-2,3-dihydrobenzofuran-3-yl)acetate (100 mg), 5-(2-fluoro-6-iodophenyl)-1-methyl-1H-tetrazole (78 mg), K3PO4 (136 mg) are suspended in 1,4-dioxane (3 mL) and purged for 10 minutes with argon. [1,3-Bis(2,6-di-3-pentylphenyl)inidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride (8.5 mg) is added, the vial is sealed and the mixture is stirred at 100° C. for 12 hours. After cooling to room temperature the solvents are evaporated and the product thus obtained is used directly in the next step.

Workup

custompurged for 10 minutes with argon
addition[1,3-Bis(2,6-di-3-pentylphenyl)inidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride (8.5 mg) is added
customthe vial is sealed
temperatureAfter cooling to room temperature the solvents
customare evaporated
customthe product thus obtained

Sources & evidence

ORD record: ord-5b2b5f13737e4e37bc625bc82e9b5f35
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08642585B2

Reaction notes

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