HRID2234075

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 (trifluoroacetic acid) 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 5 h. The product is isolated by extraction with ethyl acetate and purified by chromatography on silica gel.

WORKUP

后处理

temperatureunder reflux for 5 h
custompurified by chromatography on silica gel

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-bd7917bb47e141f5af21a2079d7eb7fc
来源数据集: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07709466B2
来源说明: uspto-grants-2010_05

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