HRID1772151

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID2733548

Bis(pinacolato)diboron

C12H24B2O4

结构：CC(=O)OCc1c(Br)cccc1N1Cc2cc(N(C)C)ccc2C1=O

HCID66610297

未命名化合物

结构：Cc1c(B2OC(C)(C)C(C)(C)O2)cccc1N1Cc2cc(C(C)(C)C)sc2C1=O

HCID89824183

未命名化合物

PRODUCTS

生成物

结构：CC(=O)OCc1c(B2OC(C)(C)C(C)(C)O2)cccc1N1Cc2cc(N(C)C)ccc2C1=O

HCID86699872

未命名化合物

收率 100%

PROCEDURE

实验过程

Using the same general procedure as described for the preparation of 102g reaction of 123d (2.65 g, 6.59 mmol) with bis(pinacolato)diboron (5.02 g, 19.8 mmol) gave a 100% yield (3.00 g) of 123e as a brown solid: mp 75-76° C.; 1H NMR (300 MHz, CDCl3) δ 7.85 (dd, 1H, J=4.2, 1.8 Hz), 7.76 (d, 1H, J=8.7 Hz), 7.45 (m, 2H), 6.80 (dd, 1H, J=8.7, 2.1 Hz), 6.69 (s, 1H), 5.13 (s, 2H), 4.69 (s, 2H), 3.08 (s, 6H), 1.93 (s, 3H), 1.34 (s, 12H).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-314f124837b74401b5ffd643a401f4fa
来源数据集: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09249123B2
来源说明: uspto-grants-2016_02

反应 SMILES

C(C1SC2C(=O)N(C3C=CC=C([B:20]4[O:24][C:23]([CH3:26])([CH3:25])[C:22]([CH3:28])([CH3:27])[O:21]4)C=3C)CC=2C=1)(C)(C)C.[C:30]([O:33][CH2:34][C:35]1[C:40]([N:41]2[CH2:49][C:48]3[C:43](=[CH:44][CH:45]=[C:46]([N:50]([CH3:52])[CH3:51])[CH:47]=3)[C:42]2=[O:53])=[CH:39][CH:38]=[CH:37][C:36]=1Br)(=[O:32])[CH3:31].B1(B2OC(C)(C)C(C)(C)O2)OC(C)(C)C(C)(C)O1>>[C:30]([O:33][CH2:34][C:35]1[C:36]([B:20]2[O:24][C:23]([CH3:26])([CH3:25])[C:22]([CH3:28])([CH3:27])[O:21]2)=[CH:37][CH:38]=[CH:39][C:40]=1[N:41]1[CH2:49][C:48]2[C:43](=[CH:44][CH:45]=[C:46]([N:50]([CH3:52])[CH3:51])[CH:47]=2)[C:42]1=[O:53])(=[O:32])[CH3:31]