HRID2068086

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID13097

Triphenylphosphine oxide

C18H15OP

HCID83795

1-Acetylpiperazine

C6H12N2O

结构：COc1cc2c(Oc3ccc4[nH]c(C)cc4c3F)ncnc2cc1OCCBr

HCID58960237

未命名化合物

PRODUCTS

生成物

结构：COc1cc2c(Oc3ccc4[nH]c(C)cc4c3F)ncnc2cc1OCCN1CCN(C(C)=O)CC1

HCID11752254

未命名化合物

收率 67%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

A mixture of 7-(2-bromoethoxy)-4-[(4-fluoro-2-methyl-1H-indol-5-yl)oxy]-6-methoxyquinazoline (310 mg of a sample containing triphenylphosphine oxide (approx. 12% w/w), 0.61 mmol) and 1-acetylpiperazine (258 mg, 2.02 mmol) in N,N-dimethylformamide (5 ml) was stirred at ambient temperature overnight and then concentrated under reduced pressure. The residue was purified by column chromatography eluting with methylene chloride/methanol (95/5) to give 7-[2-(4-acetylpiperazin-1-yl)ethoxy]-4-[(4-fluoro-2-methyl-1H-indol-5-yl)oxy]-6-methoxyquinazoline (202 mg, 67%) as a white solid.

WORKUP

后处理

concentrationconcentrated under reduced pressure
customThe residue was purified by column chromatography
washeluting with methylene chloride/methanol (95/5)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b61d629edb9647a6b967c96d1baaa7a3
来源数据集: uspto-grants-2012_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08293902B2
来源说明: uspto-grants-2012_10

反应 SMILES

Br[CH2:2][CH2:3][O:4][C:5]1[CH:14]=[C:13]2[C:8]([C:9]([O:15][C:16]3[C:17]([F:26])=[C:18]4[C:22](=[CH:23][CH:24]=3)[NH:21][C:20]([CH3:25])=[CH:19]4)=[N:10][CH:11]=[N:12]2)=[CH:7][C:6]=1[O:27][CH3:28].C1(P(=O)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:49]([N:52]1[CH2:57][CH2:56][NH:55][CH2:54][CH2:53]1)(=[O:51])[CH3:50]>CN(C)C=O>[C:49]([N:52]1[CH2:57][CH2:56][N:55]([CH2:2][CH2:3][O:4][C:5]2[CH:14]=[C:13]3[C:8]([C:9]([O:15][C:16]4[C:17]([F:26])=[C:18]5[C:22](=[CH:23][CH:24]=4)[NH:21][C:20]([CH3:25])=[CH:19]5)=[N:10][CH:11]=[N:12]3)=[CH:7][C:6]=2[O:27][CH3:28])[CH2:54][CH2:53]1)(=[O:51])[CH3:50]