HRID1786679

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

HCID11776

Triphenylphosphine

C18H15P

HCID66827

Boronic acid, phenyl-

C6H7BO2

结构：COc1nnc(-c2ccncc2)cc1-c1[nH]c2ccccc2c1I.O=C(O)C(F)(F)F

HCID86612049

未命名化合物

PRODUCTS

生成物

结构：COc1nnc(-c2ccncc2)cc1-c1[nH]c2ccccc2c1-c1ccccc1

HCID23092477

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID167845

Diacetatopalladium

C4H6O4Pd

溶剂HCID962

Water

H2O

溶剂HCID8071

未命名化合物

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

Argon is passed for 30 min through a suspension of 270 mg 3-Iodo-2-(3-methoxy-6-pyridin-4-yl-pyridazin-4-yl)-1H-indole TFA salt, 73 mg phenylboronic acid, 220 mg potassium carbonate and 52.4 mg triphenylphosphine in 2 ml DME and 1 ml water. 11.2 mg palladium (II) acetate is added and the mixture stirred under reflux for 5h. The product is isolated by extraction with ethyl acetate and purified by chromatography on silica gel.

WORKUP

后处理

temperatureunder reflux for 5h
custompurified by chromatography on silica gel

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-df37e54e99184edb875ff4a1fcc24cfb
来源数据集: uspto-grants-2009_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07507734B2
来源说明: uspto-grants-2009_03

反应 SMILES

OC(C(F)(F)F)=O.I[C:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[NH:11][C:10]=1[C:18]1[CH:23]=[C:22]([C:24]2[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=2)[N:21]=[N:20][C:19]=1[O:30][CH3:31].[C:32]1(B(O)O)[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.C(=O)([O-])[O-].[K+].[K+].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>COCCOC.O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C(OCC)(=O)C>[CH3:31][O:30][C:19]1[N:20]=[N:21][C:22]([C:24]2[CH:29]=[CH:28][N:27]=[CH:26][CH:25]=2)=[CH:23][C:18]=1[C:10]1[NH:11][C:12]2[C:17]([C:9]=1[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[CH:16][CH:15]=[CH:14][CH:13]=2