HRID1020112

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11

1,2-Dichloroethane

C2H4Cl2

HCID588991

6-Aminoisoquinoline

C9H8N2

结构：CC(C)[Si](OCc1ccc(C(CN(C)C(=O)OC(C)(C)C)C(=O)O)cc1)(C(C)C)C(C)C

HCID59563745

未命名化合物

PRODUCTS

生成物

结构：CC(C)[Si](OCc1ccc(C(CN(C)C(=O)OC(C)(C)C)C(=O)Nc2ccc3cnccc3c2)cc1)(C(C)C)C(C)C

HCID59563752

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 3-(tert-butoxycarbonyl(methyl)amino)-2-(4-((triisopropylsilyloxy)methyl)phenyl)propanoic acid (E204) in pyridine was added was added EDC, DMAP, and 6-aminoisoquinoline, and the solution was stirred overnight at room temperature. The mixture was poured into NaHCO3(sat) and extracted with EtOAc. The organics were dried (MgSO4), filtered, and evaporated. Column chromatography (SiO2, 0-6% MeOH/CH2Cl2 gradient) gave pure tert-butyl 3-(isoquinolin-6-ylamino)-3-oxo-2-(4-((triisopropylsilyloxy)methyl)phenyl)propyl(methyl)carbamate (E205).

WORKUP

后处理

extractionextracted 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-2d7f00c23cf54e149b1dd4fad5e211ce
来源数据集: uspto-grants-2014_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08716310B2
来源说明: uspto-grants-2014_05

反应 SMILES

[C:1]([O:5][C:6]([N:8]([CH3:32])[CH2:9][CH:10]([C:14]1[CH:19]=[CH:18][C:17]([CH2:20][O:21][Si:22]([CH:29]([CH3:31])[CH3:30])([CH:26]([CH3:28])[CH3:27])[CH:23]([CH3:25])[CH3:24])=[CH:16][CH:15]=1)[C:11]([OH:13])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(Cl)CCl.[NH2:37][C:38]1[CH:39]=[C:40]2[C:45](=[CH:46][CH:47]=1)[CH:44]=[N:43][CH:42]=[CH:41]2>N1C=CC=CC=1.CN(C1C=CN=CC=1)C>[CH:44]1[C:45]2[C:40](=[CH:39][C:38]([NH:37][C:11](=[O:13])[CH:10]([C:14]3[CH:15]=[CH:16][C:17]([CH2:20][O:21][Si:22]([CH:26]([CH3:28])[CH3:27])([CH:23]([CH3:25])[CH3:24])[CH:29]([CH3:30])[CH3:31])=[CH:18][CH:19]=3)[CH2:9][N:8]([CH3:32])[C:6](=[O:7])[O:5][C:1]([CH3:3])([CH3:4])[CH3:2])=[CH:47][CH:46]=2)[CH:41]=[CH:42][N:43]=1