HRID566982

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8471

Triethylamine

C6H15N

HCID1514396

(S)-3-(Boc-amino)pyrrolidine

C9H18N2O2

结构：N#Cc1cc2c3c(cccc3c1Cl)C(=O)N(OCc1ccccc1)C2=O

HCID22624009

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N[C@H]1CCN(c2c(C#N)cc3c4c(cccc24)C(=O)N(OCc2ccccc2)C3=O)C1

HCID86756246

未命名化合物

收率 63.9%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID21584188

Chloroform methanol

C2H5Cl3O

PROCEDURE

实验过程

Following the procedure of Example B2, 2-benzyloxy-6-chloro-5-cyano-benzo[de]isoquinoline-1,3-dione (0.20 g, 0.55 mmol, from Example A2), (S)-pyrrolidin-3-yl-carbamic acid tert-butyl ester (0.11 g, 0.60 mmol), triethyl amine (0.11 g, 1.1 mmol) were reacted at ambient temperature for 5 hours. Column chromatography of the crude product on silica using chloroform/methanol (20:1) gave 0.18 g of the title compound.

WORKUP

后处理

customwere reacted at ambient temperature for 5 hours

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-6424a0d81c7c4706aeab95b4deb87468
来源数据集: uspto-grants-2001_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06177423B1
来源说明: uspto-grants-2001_01

反应 SMILES

[CH2:1]([O:8][N:9]1[C:18](=[O:19])[C:17]2[CH:20]=[C:21]([C:24]#[N:25])[C:22](Cl)=[C:15]3[C:16]=2[C:11](=[CH:12][CH:13]=[CH:14]3)[C:10]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:27]([O:31][C:32](=[O:39])[NH:33][C@H:34]1[CH2:38][CH2:37][NH:36][CH2:35]1)([CH3:30])([CH3:29])[CH3:28].C(N(CC)CC)C>C(Cl)(Cl)Cl.CO>[CH2:1]([O:8][N:9]1[C:18](=[O:19])[C:17]2[CH:20]=[C:21]([C:24]#[N:25])[C:22]([N:36]3[CH2:37][CH2:38][C@H:34]([NH:33][C:32](=[O:39])[O:31][C:27]([CH3:29])([CH3:28])[CH3:30])[CH2:35]3)=[C:15]3[C:16]=2[C:11](=[CH:12][CH:13]=[CH:14]3)[C:10]1=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1