Potassium Phosphate, Tribasic → HCID 178519414, compound

HRID 215962Notes

Reaction equation

P([O-])([O-])([O-])=O.[K+].[K+].[K+].Br[C:10]1[CH:11]=[CH:12][C:13]([F:34])=[C:14]([N:16]2[CH2:33][CH2:32][C:19]3([C:23](=[O:24])[N:22]([C@H:25]4[CH2:30][CH2:29][C@@H:28]([OH:31])[CH2:27][CH2:26]4)[CH2:21][CH2:20]3)[CH2:18][CH2:17]2)[CH:15]=1.[N:35]1([C:40]([C:42]2[CH:47]=[CH:46][C:45](B3OC(C)(C)C(C)(C)O3)=[CH:44][N:43]=2)=[O:41])[CH2:39][CH2:38][CH2:37][CH2:36]1>O.O1CCOCC1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[F:34][C:13]1[CH:12]=[CH:11][C:10]([C:45]2[CH:44]=[N:43][C:42]([C:40]([N:35]3[CH2:39][CH2:38][CH2:37][CH2:36]3)=[O:41])=[CH:47][CH:46]=2)=[CH:15][C:14]=1[N:16]1[CH2:33][CH2:32][C:19]2([C:23](=[O:24])[N:22]([C@H:25]3[CH2:30][CH2:29][C@@H:28]([OH:31])[CH2:27][CH2:26]3)[CH2:21][CH2:20]2)[CH2:18][CH2:17]1

Participants

Conditions

Temperature: 120 °C

Procedure

Potassium phosphate (0.017 g, 0.078 mmol) in water (0.10 mL) was added to a mixture of 8-(5-bromo-2-fluorophenyl)-2-(cis-4-hydroxycyclohexyl)-2,8-diazaspiro[4.5]decan-1-one (15.0 mg, 0.0353 mmol), 2-(pyrrolidin-1-ylcarbonyl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (16 mg, 0.053 mmol), and tetrakis(triphenylphosphine)palladium(0) (1.0 mg, 0.001 mmol) in 1,4-dioxane (0.30 mL). The resulting mixture was heated and stirred at 120° C. for 20 min. The mixture was filtered. The filtrate was diluted with methanol, and was purified by mass-guided reverse phase chromatography to afford the desired product. LCMS: (M+H)+=521.2.

Workup

temperatureThe resulting mixture was heated
filtrationThe mixture was filtered
additionThe filtrate was diluted with methanol
customwas purified by mass-guided reverse phase chromatography

Sources & evidence

ORD record: ord-9c4dcd4522684a669ed32de5a02e06cd
Source dataset: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08193207B2

Reaction notes

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