HRID331354

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID2734663

3-quinolineboronic acid

C9H8BNO2

结构：O=C1C(Br)=C(c2ccccc2)c2ccc(OCCN3CCOCC3)cc21

HCID70307620

未命名化合物

结构：CC(C)(C)OC(=O)N1CCN(CCCOc2ccc3c(c2)C(=O)C(Br)=C3c2cc(F)cc(F)c2)CC1

HCID70311966

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N1CCN(CCCOc2ccc3c(c2)C(=O)C(c2cnc4ccccc4c2)=C3c2cc(F)cc(F)c2)CC1

HCID70310450

未命名化合物

收率 39%

PROCEDURE

实验过程

The procedure of Step 7 of Example 1 was repeated except for using t-butyl 4-(3-(2-bromo-3-(3,5-difluorophenyl)-1-oxo-1H-inden-6-yloxy)propyl)piperazine-1-carboxylate obtained in Step 1 as a starting material instead of 6-(2-morpholinoethoxy)-2-bromo-3-phenyl-1H-inden-1-one, 3-quinolinylboronic acid instead of 3-pyridinylboronic acid, and being purified by silica gel column chromatography (EtOAc/hexanes=1:1) to obtain the title compound (39%).

WORKUP

后处理

custombeing purified by silica gel column chromatography (EtOAc/hexanes=1:1)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-c3732fa219464055bd8b8e2b0da0d00e
来源数据集: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08877747B2
来源说明: uspto-grants-2014_11

反应 SMILES

Br[C:2]1[C:3](=[O:36])[C:4]2[C:9]([C:10]=1[C:11]1[CH:16]=[C:15]([F:17])[CH:14]=[C:13]([F:18])[CH:12]=1)=[CH:8][CH:7]=[C:6]([O:19][CH2:20][CH2:21][CH2:22][N:23]1[CH2:28][CH2:27][N:26]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:25][CH2:24]1)[CH:5]=2.O1CCN(CCOC2C=C3C(C(C4C=CC=CC=4)=C(Br)C3=O)=CC=2)CC1.[N:63]1[C:72]2[C:67](=[CH:68][CH:69]=[CH:70][CH:71]=2)[CH:66]=[C:65](B(O)O)[CH:64]=1>>[F:17][C:15]1[CH:16]=[C:11]([C:10]2[C:9]3[C:4](=[CH:5][C:6]([O:19][CH2:20][CH2:21][CH2:22][N:23]4[CH2:24][CH2:25][N:26]([C:29]([O:31][C:32]([CH3:34])([CH3:33])[CH3:35])=[O:30])[CH2:27][CH2:28]4)=[CH:7][CH:8]=3)[C:3](=[O:36])[C:2]=2[C:65]2[CH:64]=[N:63][C:72]3[C:67]([CH:66]=2)=[CH:68][CH:69]=[CH:70][CH:71]=3)[CH:12]=[C:13]([F:18])[CH:14]=1