Potassium Phosphate, Tribasic → HCID 66977122, compound

HRID 712354Notes

Reaction equation

HRID 712354 reaction equation
Br[C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[CH2:12]([C:14]1([C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH2:19][CH2:18][N:17]([C:20]2[N:25]=[CH:24][C:23](B3OC(C)(C)C(C)(C)O3)=[CH:22][N:21]=2)[CH2:16][CH2:15]1)[CH3:13].P([O-])([O-])([O-])=O.[K+].[K+].[K+]>O1CCOCC1.CO>[NH2:6][C:5]1[CH:7]=[CH:8][C:2]([C:23]2[CH:22]=[N:21][C:20]([N:17]3[CH2:18][CH2:19][C:14]([CH2:12][CH3:13])([C:35]([O:37][CH2:38][CH3:39])=[O:36])[CH2:15][CH2:16]3)=[N:25][CH:24]=2)=[CH:3][C:4]=1[N+:9]([O-:11])=[O:10]

Participants

6

Reactant 3

HCID 62657Potassium Phosphate, TribasicHCID 701324-Bromo-2-nitroanilineHCID 66977161HCID 66977161, compound

Product 1

HCID 66977122HCID 66977122, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-bromo-2-nitroaniline (10.0 g, 46.07 mmol) in 1,4-dioxane (240 mL) and MeOH (140 mL) was added ethyl 4-ethyl-1-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidin-2-yl)piperidine-4-carboxylate (21.59 g, 55.28 mmol) and potassium phosphate (14.69 g, 69.10 mmol) and the mixture degassed by purging N2 for 15 min

Workup

  1. customthe mixture degassed
  2. customby purging N2 for 15 min

Sources & evidence

ORD record
ord-d30340990bf04b8a8ea1b468c62a8cf4
Source dataset
uspto-grants-2015_11
Patent number
US09181234B2

Reaction notes

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