Potassium Carbonate → HCID 70497679, compound

HRID 1045502Notes

Reaction equation

HRID 1045502 reaction equation
Cl[C:2]1[C:11]2[CH2:10][N:9]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[C:8](=[O:21])[NH:7][C:6]=2[N:5]=[CH:4][CH:3]=1.[F:22][C:23]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:24]=1B(O)O.COC1C=CC=C(OC)C=1C1C=CC=CC=1P(C1CCCCC1)C1CCCCC1.C([O-])([O-])=O.[K+].[K+]>O1CCOCC1.CC([O-])=O.CC([O-])=O.[Pd+2]>[F:22][C:23]1[CH:28]=[C:27]([F:29])[CH:26]=[CH:25][C:24]=1[C:2]1[C:11]2[CH2:10][N:9]([CH2:12][C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[C:8](=[O:21])[NH:7][C:6]=2[N:5]=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 27343342,4-Difluorophenylboronic acidHCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 669262915-chloro-3-[(4-methoxyphenyl)methyl]-1H,2H,3H,4H-pyrido[2,3-d]pyrimidin-2-one

Product 1

HCID 70497679HCID 70497679, compoundYield 7%

Reagents, catalysts & solvents 2

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

Conditions

Temperature
100 °C

Procedure

1 (65 mg, 0.21 mmol), 2,4-difluorophenylboronic acid (101 mg, 0.64 mmol), Pd(OAc)2 (5 mg, 0.02 mmol), S-Phos (18 mg, 0.04 mmol), and K2CO3 (88 mg; 0.64 mmol) were suspended in dioxane (2 mL), and stirred overnight at 100° C. The crude product was purified directly via HPLC to provide 127 (7% yield). LC-MS (M+H=382, obsd.=382).

Workup

  1. customThe crude product was purified directly via HPLC

Sources & evidence

ORD record
ord-fc35b1ff0cd047c1a8dcca7a4dceb48f
Source dataset
uspto-grants-2013_10
Patent number
US08569295B2

Reaction notes

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