HRID927204

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7301

2-Methyltetrahydrofuran

C5H10O

HCID24758

Sodium hydride

HNa

结构：CC(C)(C)OC(=O)N(CS(=O)(=O)c1ccccc1)c1ccc(C#N)cc1S(C)(=O)=O

HCID86732345

未命名化合物

2 次

HCID90311002

未命名化合物

2 次

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N(CC1=C(Nc2ccnc(C(F)(F)F)c2)CCC1=O)c1ccc(C#N)cc1S(C)(=O)=O

HCID131735052

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

PROCEDURE

实验过程

Sodium hydride (60% in mineral oil, 515 mg, 12.9 mmol) is added in portions to a mixture of 3-(2-(trifluoromethyl)pyridin-4-ylamino)cyclopent-2-enone (intermediate 17, 2.60 g, 10.7 mmol) and 2-methyltetrahydrofuran (40 mL). After 10 min tert-butyl (4-cyano-2-(methylsulfonyl)phenyl)(phenylsulfonyl)methylcarbamate (intermediate 15, 4.83 g, 10.7 mmol) is added, and the mixture is stirred at room temperature for 30 min Water and ethyl acetate are added, and the phases are separated. The organic phases is washed twice with water and concentrated under reduced pressure. Yield: 6.20 g; ESI mass spectrum [M+H]+=551; Retention time HPLC: 1.12 min (Z018_S04).

WORKUP

后处理

additionare added
customthe phases are separated
washThe organic phases is washed twice with water
concentrationconcentrated under reduced pressure
custom1.12 min (Z018_S04)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-25765cc5e1c4414596da5e9f7c804fe7
来源数据集: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09290459B1
来源说明: uspto-grants-2016_03

反应 SMILES

[H-].[Na+].[F:3][C:4]([F:19])([F:18])[C:5]1[CH:10]=[C:9]([NH:11][C:12]2[CH2:16][CH2:15][C:14](=[O:17])[CH:13]=2)[CH:8]=[CH:7][N:6]=1.CC1CCCO1.[C:26]([C:28]1[CH:33]=[CH:32][C:31]([N:34]([CH2:42]S(C2C=CC=CC=2)(=O)=O)[C:35](=[O:41])[O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[C:30]([S:52]([CH3:55])(=[O:54])=[O:53])[CH:29]=1)#[N:27]>C(OCC)(=O)C.O>[C:26]([C:28]1[CH:33]=[CH:32][C:31]([N:34]([CH2:42][C:13]2[C:14](=[O:17])[CH2:15][CH2:16][C:12]=2[NH:11][C:9]2[CH:8]=[CH:7][N:6]=[C:5]([C:4]([F:3])([F:18])[F:19])[CH:10]=2)[C:35](=[O:41])[O:36][C:37]([CH3:40])([CH3:39])[CH3:38])=[C:30]([S:52]([CH3:55])(=[O:53])=[O:54])[CH:29]=1)#[N:27]