HRID517255

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID57421

4-Methylsulfonylbenzylamine

C8H11NO2S

结构：N#Cc1ccc(C2C3=C(CCCC3=O)N(c3cccc(C(F)(F)F)c3)C(=O)N2C(=O)Oc2ccc([N+](=O)[O-])cc2)cc1

HCID86732325

未命名化合物

2 次

PRODUCTS

生成物

结构：CS(=O)(=O)c1ccc(CNC(=O)N2C(=O)N(c3cccc(C(F)(F)F)c3)C3=C(C(=O)CCC3)C2c2ccc(C#N)cc2)cc1

HCID86732378

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6342

Acetonitrile

C2H3N

PROCEDURE

实验过程

A mixture of 4-nitrophenyl 4-(4-cyanophenyl)-2,5-dioxo-1-(3-(trifluoromethyl)phenyl)-1,2,5,6,7,8-hexahydroquinazoline-3(4H)-carboxylate (intermediate 37, 200 mg, 0.347 mmol) and (4-(methylsulfonyl)phenyl)methanamine (193 mg, 1.04 mmol in acetonitrile (5 mL) is stirred at room temperature for 1 h and purified by preparative HPLC (Waters Xbridge™-C18, gradient of acetonitrile in water, 0.1% TFA). Yield: 92 mg; ESI mass spectrum [M+H]+=623; Retention time HPLC: 0.66 min (X012_S01).

WORKUP

后处理

custompurified by preparative HPLC (Waters Xbridge™-C18, gradient of acetonitrile in water, 0.1% TFA)
custom0.66 min (X012_S01)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-21537d2b642444b1958fd13664c6e2f8
来源数据集: uspto-grants-2015_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09115093B2
来源说明: uspto-grants-2015_08

反应 SMILES

[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]2[C:18]3[C:17](=[O:19])[CH2:16][CH2:15][CH2:14][C:13]=3[N:12]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[CH:21]=3)[C:11](=[O:30])[N:10]2[C:31](OC2C=CC([N+]([O-])=O)=CC=2)=[O:32])=[CH:5][CH:4]=1)#[N:2].[CH3:43][S:44]([C:47]1[CH:52]=[CH:51][C:50]([CH2:53][NH2:54])=[CH:49][CH:48]=1)(=[O:46])=[O:45]>C(#N)C>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[C:18]3[C:17](=[O:19])[CH2:16][CH2:15][CH2:14][C:13]=3[N:12]([C:20]3[CH:25]=[CH:24][CH:23]=[C:22]([C:26]([F:29])([F:27])[F:28])[CH:21]=3)[C:11](=[O:30])[N:10]2[C:31]([NH:54][CH2:53][C:50]2[CH:49]=[CH:48][C:47]([S:44]([CH3:43])(=[O:46])=[O:45])=[CH:52][CH:51]=2)=[O:32])=[CH:7][CH:8]=1)#[N:2]