HRID1626299

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID243

Benzoic acid

C7H6O2

结构：CC#CCn1c(N2CCC[C@@H](N)C2)nc2c1c(=O)n(Cc1nc(C)c3ccccc3n1)c(=O)n2C

HCID10096344

Linagliptin

C25H28N8O2

PRODUCTS

生成物

结构：CC#CCn1c(N2CCC[C@@H](N)C2)nc2c1c(=O)n(Cc1nc(C)c3ccccc3n1)c(=O)n2C.O=C([O-])c1ccccc1

HCID131731672

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID3776

Isopropanol

C3H8O

2 次

CONDITIONS

反应条件

温度: 25 °C

PROCEDURE

实验过程

A mixture of 2.50 g Linagliptin free base in 20 ml isopropanol was heated to reflux. To the hot suspension 646 mg benzoic acid dissolved in 5 ml isopropanol were added. The mixture was allowed to cool to about 25° C. and further stirred at the same temperature for about 7.5 hours. The solid was isolated by filtration and dried at 40° C. for about 13 hours to obtain 2.94 g crystalline Linagliptin benzoate of WO2010/072776 A1, which was confirmed to be Linagliptin benzoate form I by XRPD.

WORKUP

后处理

temperaturewas heated to reflux
additionwere added
customThe solid was isolated by filtration
customdried at 40° C. for about 13 hours

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-54e40f1cc128482eba06041c8e585f9f
来源数据集: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08785455B2
来源说明: uspto-grants-2014_07

反应 SMILES

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