Potassium Carbonate → HCID 46206645, compound

HRID 1662244Notes

Reaction equation

HRID 1662244 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2([C:19]3[CH:24]=[CH:23][N:22]=[C:21]([C:25]([F:28])([F:27])[F:26])[CH:20]=3)[C:16]3[C:11](=[C:12]([F:17])[CH:13]=[CH:14][CH:15]=3)[C:10]([NH2:18])=[N:9]2)[CH:5]=[CH:6][CH:7]=1.[C:29]([C:31]1[CH:32]=[C:33](B(O)O)[CH:34]=[N:35][CH:36]=1)#[N:30].C([O-])([O-])=O.[K+].[K+]>C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2].C(Cl)Cl>[NH2:18][C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])[C:8]([C:4]2[CH:3]=[C:2]([C:33]3[CH:34]=[N:35][CH:36]=[C:31]([CH:32]=3)[C:29]#[N:30])[CH:7]=[CH:6][CH:5]=2)([C:19]2[CH:24]=[CH:23][N:22]=[C:21]([C:25]([F:26])([F:28])[F:27])[CH:20]=2)[N:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 450795765-Cyanopyridine-3-boronic acidHCID 674290791-(3-Bromophenyl)-4-fluoro-1-[2-(trifluoromethyl)-4-pyridinyl]-1H-isoindol-3-amine

Product 1

HCID 46206645HCID 46206645, compoundYield 38%

Reagents, catalysts & solvents 1

HCID 178418807HCID 178418807, compoundCatalyst

Procedure

The title compound was synthesized as described for Example 12 in 38% yield starting from 1-(3-bromophenyl)-4-fluoro-1-(2-(trifluoromethyl)pyridin-4-yl)-1H-isoindol-3-amine (24.2 mg, 0.05 mmol), 5-cyanopyridin-3-ylboronic acid (8.0 mg, 0.05 mmol), PdCl2(dppf)-CH2Cl2 adduct (4.4 mg, 0.005 mmol), and K2CO3 (aq) (0.08 mL, 0.16 mmol).

Sources & evidence

ORD record
ord-90a52adec1c44480844f0987a67ec912
Source dataset
uspto-grants-2011_10
Patent number
US08030500B2

Reaction notes

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