HRID1944135

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11

1,2-Dichloroethane

C2H4Cl2

HCID588991

6-Aminoisoquinoline

C9H8N2

反应SMILES：CC(C)[Si](OCc1ccc(C(CNC(=O)c2ccccc2C(=O)O)C(=O)O)cc1)(C(C)C)C(C)C

HCID59563808

未命名化合物

PRODUCTS

产物

反应SMILES：CC(C)[Si](OCc1ccc(C(CN2C(=O)c3ccccc3C2=O)C(=O)Nc2ccc3cnccc3c2)cc1)(C(C)C)C(C)C

HCID59563695

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID14284

N,N-Dimethylpyridin-4-amine

C7H10N2

溶剂HCID1049

Pyridine

C5H5N

PROCEDURE

实验过程

To 2-(2-carboxy-2-(4-((triisopropylsilyloxy)methyl)phenyl)ethylcarbamoyl)benzoic acid (E135) in pyridine was added EDC, DMAP and 6-aminoisoquinoline and the solution was flushed with N2, capped, and stirred overnight. The mixture was poured into EtOAc/NaHCO3(sat) and the aqueous layer was further extracted with EtOAc. The organics were dried (MgSO4), filtered, and evaporated. Column chromatography (SiO2, 5% MeOH/CH2Cl2) gave pure 3-(1,3-dioxoisoindolin-2-yl)-N-(isoquinolin-6-yl)-2-(4-((triisopropylsilyloxy)methyl)phenyl)propanamide (E136).

WORKUP

后处理

customthe solution was flushed with N2
customcapped
additionThe mixture was poured into EtOAc/NaHCO3(sat)
extractionthe aqueous layer was further extracted with EtOAc
dry with materialThe organics were dried (MgSO4)
filtrationfiltered
customevaporated

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-9c7337df34c74699970d47a0b450ac44
来源数据集: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US08394826B2
来源说明: uspto-grants-2013_03

反应SMILES

[C:1]([CH:4]([C:18]1[CH:23]=[CH:22][C:21]([CH2:24][O:25][Si:26]([CH:33]([CH3:35])[CH3:34])([CH:30]([CH3:32])[CH3:31])[CH:27]([CH3:29])[CH3:28])=[CH:20][CH:19]=1)[CH2:5][NH:6][C:7]([C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=1[C:11](O)=[O:12])=[O:8])([OH:3])=O.C(Cl)CCl.[NH2:40][C:41]1[CH:42]=[C:43]2[C:48](=[CH:49][CH:50]=1)[CH:47]=[N:46][CH:45]=[CH:44]2>N1C=CC=CC=1.CN(C1C=CN=CC=1)C>[O:12]=[C:11]1[C:10]2[C:9](=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:7](=[O:8])[N:6]1[CH2:5][CH:4]([C:18]1[CH:19]=[CH:20][C:21]([CH2:24][O:25][Si:26]([CH:33]([CH3:35])[CH3:34])([CH:27]([CH3:28])[CH3:29])[CH:30]([CH3:32])[CH3:31])=[CH:22][CH:23]=1)[C:1]([NH:40][C:41]1[CH:42]=[C:43]2[C:48](=[CH:49][CH:50]=1)[CH:47]=[N:46][CH:45]=[CH:44]2)=[O:3]