HRID1918857

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10340

Carbonic acid sodium salt (1:2)

CNa2O3

结构：Cn1cc(Br)nc(Nc2ccc3c(c2)CCN(C(=O)OC(C)(C)C)C3)c1=O

HCID58044031

未命名化合物

结构：CC(=O)OCc1c(N2CCn3c(cc4c3CCCC4)C2=O)cc(F)cc1N1CCn2c(cc3c2CCCC3)C1=O

HCID67016465

未命名化合物

PRODUCTS

生成物

结构：CC(=O)OCc1c(-c2cn(C)c(=O)c(Nc3ccc4c(c3)CCN(C(=O)OC(C)(C)C)C4)n2)cc(F)cc1N1CCn2c(cc3c2CCCC3)C1=O

HCID67016272

未命名化合物

收率 57.5%

AUXILIARIES

试剂、催化剂与溶剂

结构：Cl[Pd]Cl.[Fe+2].c1ccc(P(c2ccccc2)[c-]2cccc2)cc1.c1ccc(P(c2ccccc2)[c-]2cccc2)cc1

催化剂HCID178418228

未命名化合物

溶剂HCID8071

未命名化合物

CONDITIONS

反应条件

温度: 120 °C

PROCEDURE

实验过程

A mixture of 482 mg of 4-fluoro-2-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)-6-(1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)benzyl acetate 210d and 435 mg of tert-butyl-6-(6-bromo-4-methyl-3-oxo-3,4-dihydropyrazin-2-ylamino)-3,4-dihydro-isoquinoline-2(1H)-carboxylate 120a, PdCl2(dppf) (1110 mg, 0.015 mmol), 2 M Na2CO3 solution (3 mL) in DME (16 mL) was heated at 120° C. under microwave irradiation for 0.5 h. The solvent was evaporated in vacuo and the residue was purified on reverse phase Combi-flash to give 129a as a yellow solid (362 mg, 51%). MS: [M+H]+ 711.

WORKUP

后处理

customThe solvent was evaporated in vacuo
customthe residue was purified on reverse phase Combi-flash

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-eb4f74f2e4154cc5b072750a9b53e56c
来源数据集: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08618107B2
来源说明: uspto-grants-2013_12

反应 SMILES

[C:1]([O:4][CH2:5][C:6]1[C:11]([N:12]2[CH2:24][CH2:23][N:15]3[C:16]4[CH2:17][CH2:18][CH2:19][CH2:20][C:21]=4[CH:22]=[C:14]3[C:13]2=[O:25])=[CH:10][C:9]([F:26])=[CH:8][C:7]=1N1CCN2C3CCCCC=3C=C2C1=O)(=[O:3])[CH3:2].Br[C:42]1[N:47]=[C:46]([NH:48][C:49]2[CH:50]=[C:51]3[C:56](=[CH:57][CH:58]=2)[CH2:55][N:54]([C:59]([O:61][C:62]([CH3:65])([CH3:64])[CH3:63])=[O:60])[CH2:53][CH2:52]3)[C:45](=[O:66])[N:44]([CH3:67])[CH:43]=1.C([O-])([O-])=O.[Na+].[Na+]>COCCOC.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[C:62]([O:61][C:59]([N:54]1[CH2:53][CH2:52][C:51]2[C:56](=[CH:57][CH:58]=[C:49]([NH:48][C:46]3[C:45](=[O:66])[N:44]([CH3:67])[CH:43]=[C:42]([C:7]4[CH:8]=[C:9]([F:26])[CH:10]=[C:11]([N:12]5[CH2:24][CH2:23][N:15]6[C:16]7[CH2:17][CH2:18][CH2:19][CH2:20][C:21]=7[CH:22]=[C:14]6[C:13]5=[O:25])[C:6]=4[CH2:5][O:4][C:1](=[O:3])[CH3:2])[N:47]=3)[CH:50]=2)[CH2:55]1)=[O:60])([CH3:65])([CH3:64])[CH3:63]