Potassium Phosphate, Tribasic → HCID 86611519, compound

HRID 731214Notes

Reaction equation

HRID 731214 reaction equation
Br[C:2]1[C:3]([CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([C@@H:24]([C:29]3[N:30]([CH3:34])[CH:31]=[CH:32][N:33]=3)[CH2:25][C:26]([OH:28])=[O:27])=[CH:20][CH:19]=2)=[CH:4][C:5]2[C:6]([CH3:15])([CH3:14])[CH2:7][CH2:8][C:9]([CH3:13])([CH3:12])[C:10]=2[CH:11]=1.[CH:35]1(B(O)O)C[CH2:36]1.[O-]P([O-])([O-])=O.[K+].[K+].[K+].[CH3:49]OC1C=CC=C(OC)C=1C1C=CC=CC=1P(C1CCCCC1)C1CCCCC1>CC([O-])=O.CC([O-])=O.[Pd+2].O1CCOCC1>[CH3:34][N:30]1[CH:31]=[CH:32][N:33]=[C:29]1[C@H:24]([C:21]1[CH:22]=[CH:23][C:18]([O:17][CH2:16][C:3]2[C:2]([CH3:49])=[CH:11][C:10]3[C:9]([CH3:12])([CH3:13])[CH2:8][CH2:7][C:6]([CH3:15])([CH3:14])[C:5]=3[CH:4]=2)=[CH:19][CH:20]=1)[CH2:25][C:26]([O:28][CH2:35][CH3:36])=[O:27]

Participants

7

Reactant 4

HCID 62657Potassium Phosphate, TribasicHCID 2760897Cyclopropylboronic acidHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 57835754HCID 57835754, compound

Product 1

HCID 86611519HCID 86611519, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

The mixture of compound 91 (166 mg, 0.3 mmol), cyclopropyl boronic acid (129 mg, 1.5 mmol), K3PO4 (212 mg, 1 mmol), Pd(OAc)2 (26 mg, 0.12 mmol), Sphos (100 mg, 0.24 mmol) and dioxane (3 mL) was purged with nitrogen, and then heated at 100° C. overnight. The reaction mixture was directly purified by CombiFlash. The compound 92.1 was generated as a colorless oil. LC-MS ESI (pos.) M/E: 515 (M+H).

Workup

  1. customwas purged with nitrogen
  2. customThe reaction mixture was directly purified by CombiFlash

Sources & evidence

ORD record
ord-1ceea29615954724a4d9f997bf7df0b0
Source dataset
uspto-grants-2009_09
Patent number
US07582803B2

Reaction notes

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