HRID1662242

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

HCID2795193

5-Pyrimidinylboronic acid

C4H5BN2O2

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(-c4cncnc4)c3)N=C(N)c3c(F)cccc32)cc(C)n1

HCID46206643

未命名化合物

收率 50%

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 50% yield starting from 1-(3-bromophenyl)-1-(2,6-dimethylpyridin-4-yl)-4-fluoro-1H-isoindol-3-amine (70.2 mg, 0.17 mmol), pyrimidin-5-ylboronic acid (23.3 mg, 0.19 mmol), PdCl2(dppf)-CH2Cl2 adduct (14.0 mg, 0.02 mmol), and K2CO3 (aq) (0.26 mL, 0.51 mmol).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-bf5f402a74a341a882d28f3911715a0b
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.[N:27]1[CH:32]=[C:31](B(O)O)[CH:30]=[N:29][CH:28]=1.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>[CH3:25][C:23]1[CH:24]=[C:19]([C:8]2([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([C:31]4[CH:32]=[N:27][CH:28]=[N:29][CH:30]=4)[CH:3]=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:20]=[C:21]([CH3:26])[N:22]=1