HRID2393615

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：O=C(O)C(O)(C(=O)c1ccccc1)C(O)(C(=O)O)C(=O)c1ccccc1

HCID12362975

未命名化合物

结构：COc1ccc2c(c1)C(N)(CCC#N)C(=O)N2c1ccc(F)cc1

HCID18976158

未命名化合物

PRODUCTS

生成物

结构：COc1ccc2c(c1)C(N)(CCC#N)C(=O)N2c1ccc(F)cc1.O=C(O)C(O)(C(=O)c1ccccc1)C(O)(C(=O)O)C(=O)c1ccccc1

HCID131720827

未命名化合物

收率 34.6%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

43.7 g of 3-[3-amino-1-(4-fluorophenyl)-2,3-dihydro-5-methoxy-2-oxo-1H-indol-3-yl]propanenitrile and 40 g of (-)-dibenzoyltartaric acid were dissolved in 300 ml of ethyl acetate, and the solution was allowed to stand at room temperature overnight while stirring gently. Precipitated crystals were collected by filtration and recrystallized from ethyl acetate to afford 26.4 g of 3-[3-amino-1-(4-fluorophenyl)-2,3-dihydro-5-methoxy-2-oxo-1H-indol-3-yl]-propanenitrile (-)-dibenzoyltartrate. Melting point: 157° to 158.5° C. [α]D20 : +64.91° (c=0.228, methanol). EI-MS (m/z): 325 (M+). IR (Nujol) (cm-1): 1380, 1460, 1690, 1740, 2250.

WORKUP

后处理

customPrecipitated crystals
filtrationwere collected by filtration
customrecrystallized from ethyl acetate

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d8e1b1b9de6a49afba7261e6ee0553f2
来源数据集: uspto-grants-1998_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05807883
来源说明: uspto-grants-1998_09

反应 SMILES

[NH2:1][C:2]1([CH2:21][CH2:22][C:23]#[N:24])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:11][CH3:12])[CH:9]=2)[N:4]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[C:3]1=[O:20].[C:25]([C:33]([C:48]([OH:50])=[O:49])([OH:47])[C:34]([C:39](=[O:46])[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)([OH:38])[C:35]([OH:37])=[O:36])(=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>C(OCC)(=O)C>[C:39]([C:34]([C:35]([OH:37])=[O:36])([OH:38])[C:33]([C:25](=[O:32])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)([OH:47])[C:48]([OH:50])=[O:49])(=[O:46])[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1.[NH2:1][C:2]1([CH2:21][CH2:22][C:23]#[N:24])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:11][CH3:12])[CH:9]=2)[N:4]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[C:3]1=[O:20]