HRID510289

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID22558910

(1-Methyl-1H-indazol-5-yl)boronic acid

C8H9BN2O2

结构：Cc1cc2nc(Br)sc2c(-c2ccc(Cl)cc2)c1[C@@H](COC(=O)C(C)(C)C)OC(C)(C)C

HCID86699799

未命名化合物

结构：Cc1cc2nc(-c3ccnc(Cl)c3)sc2c(-c2ccc(Cl)cc2)c1C(COC(=O)C(C)(C)C)OC(C)(C)C

HCID86699823

未命名化合物

PRODUCTS

生成物

结构：Cc1cc2nc(-c3ccnc(-c4ccc5c(cnn5C)c4)c3)sc2c(-c2ccc(Cl)cc2)c1[C@@H](COC(=O)C(C)(C)C)OC(C)(C)C

HCID86699821

未命名化合物

结构：Cc1cc2nc(-c3ccc4c(cnn4C)c3)sc2c(-c2ccc(Cl)cc2)c1[C@@H](COC(=O)C(C)(C)C)OC(C)(C)C

HCID86699822

未命名化合物

CONDITIONS

反应条件

温度: 120 °C

PROCEDURE

实验过程

One-half of above reaction mixture containing S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-2-(2-chloropyridin-4-yl)-5-methylbenzo[d]thiazol-6-yl)ethyl pivalate to (S)-2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyethyl pivalate (1.5:1 ratio) was telescoped into the subsequent reaction. 1-Methyl-1H-indazol-5-ylboronic acid was added to the previous reaction mixture and reaction continued was heated at 120° C. for 30 minutes to give (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(2-(1-methyl-1H-indazol-5-yl)pyridin-4-yl)benzo[d]thiazol-6-yl)ethyl pivalate and (S)-2-tert-butoxy-2-(7-(4-chlorophenyl)-5-methyl-2-(1-methyl-1H-indazol-5-yl)benzo[d]thiazol-6-yl)ethyl pivalate.

WORKUP

后处理

customwas telescoped into the subsequent reaction

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4737ae9bb99f4e6c9b4184732c24e482
来源数据集: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09096586B2
来源说明: uspto-grants-2015_08

反应 SMILES

[C:1]([O:7][CH2:8][CH:9]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])[C:10]1[C:25]([CH3:26])=[CH:24][C:13]2[N:14]=[C:15]([C:17]3[CH:22]=[CH:21][N:20]=[C:19](Cl)[CH:18]=3)[S:16][C:12]=2[C:11]=1[C:27]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=1)(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[C:39]([O:45][CH2:46][C@H:47]([C:53]1[C:62]([CH3:63])=[CH:61][C:56]2[N:57]=[C:58](Br)[S:59][C:55]=2[C:54]=1[C:64]1[CH:69]=[CH:68][C:67]([Cl:70])=[CH:66][CH:65]=1)[O:48][C:49]([CH3:52])([CH3:51])[CH3:50])(=[O:44])[C:40]([CH3:43])([CH3:42])[CH3:41].[CH3:71][N:72]1[C:80]2[C:75](=[CH:76][C:77](B(O)O)=[CH:78][CH:79]=2)[CH:74]=[N:73]1>>[C:1]([O:7][CH2:8][C@@H:9]([O:34][C:35]([CH3:37])([CH3:38])[CH3:36])[C:10]1[C:25]([CH3:26])=[CH:24][C:13]2[N:14]=[C:15]([C:17]3[CH:22]=[CH:21][N:20]=[C:19]([C:77]4[CH:76]=[C:75]5[C:80](=[CH:79][CH:78]=4)[N:72]([CH3:71])[N:73]=[CH:74]5)[CH:18]=3)[S:16][C:12]=2[C:11]=1[C:27]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=1)(=[O:6])[C:2]([CH3:5])([CH3:3])[CH3:4].[C:39]([O:45][CH2:46][C@@H:47]([O:48][C:49]([CH3:52])([CH3:51])[CH3:50])[C:53]1[C:62]([CH3:63])=[CH:61][C:56]2[N:57]=[C:58]([C:77]3[CH:76]=[C:75]4[C:80](=[CH:79][CH:78]=3)[N:72]([CH3:71])[N:73]=[CH:74]4)[S:59][C:55]=2[C:54]=1[C:64]1[CH:69]=[CH:68][C:67]([Cl:70])=[CH:66][CH:65]=1)(=[O:44])[C:40]([CH3:43])([CH3:42])[CH3:41]