HRID41812

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID22504574

未命名化合物

HCID68500330

未命名化合物

结构：C#Cc1ccc2c(c1)C(CCCC)(CCCC)c1cc(C#Cc3ccc(N(CCCCCC)CCCCCC)cc3)ccc1-2

HCID86646642

未命名化合物

PRODUCTS

生成物

结构：CCCCCCN(CCCCCC)c1ccc(C#Cc2ccc3c(c2)C(CCCC)(CCCC)c2cc(C#Cc4ccc(CCNCCOc5ccc(O)cc5)cc4)ccc2-3)cc1

HCID68499700

未命名化合物

收率 57%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID24350

Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)

CuI

结构：Cl[Pd](Cl)([P](c1ccccc1)(c1ccccc1)c1ccccc1)[P](c1ccccc1)(c1ccccc1)c1ccccc1

催化剂HCID178418476

未命名化合物

CONDITIONS

反应条件

温度: 40 °C

PROCEDURE

实验过程

The air is purged from a solution of 5b (155.9 mg, 0.266 mmol) and 6b (132.6 mg, 0.346 mmol) in 1.2 mL of toluene/Et3N (5/1) by argon bubbling for 20 min. Then, CuI (1.0 mg, 0.005 mmol) and Pd(PPh3)2Cl2 (3.7 mg, 0.005 mmol) are added, and the mixture is agitated at 40° C. for 16 h. The solvent is evaporated under reduced pressure, and the raw product is purified by chromatography in a silica gel column (heptane/CH2Cl2 70:30 then 20:80) to yield 127.9 mg (57%) of 1.

WORKUP

后处理

customThe solvent is evaporated under reduced pressure
customthe raw product is purified by chromatography in a silica gel column (heptane/CH2Cl2 70:30

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-ea89c5ab9bfc46d9b5e44f495c58df26
来源数据集: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08535643B2
来源说明: uspto-grants-2013_09

反应 SMILES

[CH2:1]([C:5]1([CH2:41][CH2:42][CH2:43][CH3:44])[C:17]2[CH:16]=[C:15]([C:18]#[C:19][C:20]3[CH:25]=[CH:24][C:23]([N:26]([CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])=[CH:22][CH:21]=3)[CH:14]=[CH:13][C:12]=2[C:11]2[C:6]1=[CH:7][C:8]([C:39]#[CH:40])=[CH:9][CH:10]=2)[CH2:2][CH2:3][CH3:4].C([N:47]([C:58]1[CH:63]=[CH:62][C:61](I)=[CH:60][CH:59]=1)[CH2:48][CH2:49][O:50][C:51]1[CH:56]=[CH:55][C:54]([OH:57])=[CH:53][CH:52]=1)C.[C:65]1(C)C=CC=C[CH:66]=1.CCN(CC)CC>[Cu]I.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH2:41]([C:5]1([CH2:1][CH2:2][CH2:3][CH3:4])[C:6]2[CH:7]=[C:8]([C:39]#[C:40][C:59]3[CH:60]=[CH:61][C:62]([CH2:63][CH2:58][NH:47][CH2:48][CH2:49][O:50][C:51]4[CH:52]=[CH:53][C:54]([OH:57])=[CH:55][CH:56]=4)=[CH:66][CH:65]=3)[CH:9]=[CH:10][C:11]=2[C:12]2[C:17]1=[CH:16][C:15]([C:18]#[C:19][C:20]1[CH:21]=[CH:22][C:23]([N:26]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])=[CH:24][CH:25]=1)=[CH:14][CH:13]=2)[CH2:42][CH2:43][CH3:44]