HRID1662243

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

HCID45079576

(5-Cyanopyridin-3-yl)boronic acid

C6H5BN2O2

结构：Cc1cc(C2(c3cccc(Br)c3)N=C(N)c3c(F)cccc32)cc(C)n1

HCID67418480

未命名化合物

PRODUCTS

生成物

结构：Cc1cc(C2(c3cccc(-c4cncc(C#N)c4)c3)N=C(N)c3c(F)cccc32)cc(C)n1

HCID46206644

未命名化合物

收率 53%

AUXILIARIES

试剂、催化剂与溶剂

结构：ClCCl.Cl[Pd]Cl.[Fe+2].c1ccc(P(c2ccccc2)[c-]2cccc2)cc1.c1ccc(P(c2ccccc2)[c-]2cccc2)cc1

催化剂HCID178418807

未命名化合物

PROCEDURE

实验过程

The title compound was synthesized as described for Example 12 in 53% yield starting from 1-(3-bromophenyl)-1-(2,6-dimethylpyridin-4-yl)-4-fluoro-1H-isoindol-3-amine (104.8 mg, 0.26 mmol), 5-cyanopyridin-3-ylboronic acid (37.8 mg, 0.26 mmol), PdCl2(dppf)-CH2Cl2 adduct (20.9 mg, 0.03 mmol), and K2CO3 (aq) (0.38 mL, 0.77 mmol).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-ea2d4c2074f54ac39c59ea31c93d7fc4
来源数据集: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08030500B2
来源说明: uspto-grants-2011_10

反应 SMILES

Br[C:2]1[CH:3]=[C:4]([C:8]2([C:19]3[CH:24]=[C:23]([CH3:25])[N:22]=[C:21]([CH3:26])[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:27]([C:29]1[CH:30]=[C:31](B(O)O)[CH:32]=[N:33][CH:34]=1)#[N:28].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:31]3[CH:32]=[N:33][CH:34]=[C:29]([CH:30]=3)[C:27]#[N:28])[CH:7]=[CH:6][CH:5]=2)([C:19]2[CH:20]=[C:21]([CH3:26])[N:22]=[C:23]([CH3:25])[CH:24]=2)[N:9]=1