HRID69446

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID10796

Cesium carbonate

CCs2O3

HCID13387

N-Methyl-2-pyrrolidone

C5H9NO

HCID81503

Bromomethylcyclopropane

C4H7Br

结构：CC(C)(C)OC(=O)N1CCC2(CCN(c3ccc(-n4ccc5cc(O)ccc5c4=O)cc3F)C2)C1

HCID68991198

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N1CCC2(CCN(c3ccc(-n4ccc5cc(OCC6CC6)ccc5c4=O)cc3F)C2)C1

HCID68991585

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

溶剂HCID8857

Ethyl acetate

C4H8O2

CONDITIONS

反应条件

温度: 60 °C

PROCEDURE

实验过程

A mixture of 7-[2-fluoro-4-(6-hydroxy-1-oxo-1H-isoquinolin-2-yl)-phenyl]-2,7-diaza-spiro[4.4]nonane-2-carboxylic acid tert-butyl ester (250 mg), bromomethyl-cyclopropane (70 mg), cesium carbonate (170 mg) and NMP (5 mL) was heated for 4 hours at 60° C. The cooled reaction mixture was distributed between ethyl acetate and water. The organic phase was dried over magnesium sulfate and concentrated. The raw product was purified by preparative HPLC.

WORKUP

后处理

customThe cooled reaction mixture
dry with materialThe organic phase was dried over magnesium sulfate
concentrationconcentrated
customThe raw product was purified by preparative HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d747d454e7e14b3c817af86d040ab60b
来源数据集: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08822495B2
来源说明: uspto-grants-2014_09

反应 SMILES

[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C:10]2([CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][C:20]([N:23]4[CH:32]=[CH:31][C:30]5[C:25](=[CH:26][CH:27]=[C:28]([OH:33])[CH:29]=5)[C:24]4=[O:34])=[CH:19][C:18]=3[F:35])[CH2:13]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].Br[CH2:37][CH:38]1[CH2:40][CH2:39]1.C(=O)([O-])[O-].[Cs+].[Cs+].CN1C(=O)CCC1>O.C(OCC)(=O)C>[C:1]([O:5][C:6]([N:8]1[CH2:12][CH2:11][C:10]2([CH2:16][CH2:15][N:14]([C:17]3[CH:22]=[CH:21][C:20]([N:23]4[CH:32]=[CH:31][C:30]5[C:25](=[CH:26][CH:27]=[C:28]([O:33][CH2:37][CH:38]6[CH2:40][CH2:39]6)[CH:29]=5)[C:24]4=[O:34])=[CH:19][C:18]=3[F:35])[CH2:13]2)[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]