HRID1771244

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：NS(=O)(=O)c1ccc(N[C@H](CCN2CCOCC2)CSc2ccccc2)c(S(=O)(=O)C(F)(F)F)c1

HCID25058454

4-{[(2R)-4-(Morpholin-4-yl)-1-(phenylsulfanyl)butan-2-yl]amino}-3-(trifluoromethanesulfonyl)benzene-1-sulfonamide

C21H26F3N3O5S3

2 次

结构：Cl.N#C[C@@H](c1ccccc1-c1ccc(Cl)cc1)C1CCN(c2ccc(C(=O)O)cc2)CC1

HCID131732789

未命名化合物

2 次

PRODUCTS

生成物

结构：N#C[C@@H](c1ccccc1-c1ccc(Cl)cc1)C1CCN(c2ccc(C(=O)NS(=O)(=O)c3ccc(N[C@H](CCN4CCOCC4)CSc4ccccc4)c(S(=O)(=O)C(F)(F)F)c3)cc2)CC1

HCID86661894

未命名化合物

收率 20.5%

PROCEDURE

实验过程

The title product (19.8 mg, yield: 20%) was prepared using a procedure similar to the one described for the synthesis of EXAMPLE 14. (R)-4-(4-((4′-Chlorobiphenyl-2-yl)(cyano)methyl)piperidin-1-yl)benzoic acid, hydrochloride salt (INTERMEDIATE 84, 44.9 mg, 0.1 mmol) and (R)-4-(4-morpholino-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide (INTERMEDIATE 69, 54.4 mg, 0.1 mmol) were used as starting materials. The resulting product was purified by column chromatography (ISCO, 4 g silica gel column, eluting with 0→5% MeOH/DCM) followed by further purification by column chromatography (ISCO, 4 g silica gel column, eluting first with 0→100% EtOAc/hexanes and then with 0→5% MeOH/DCM), providing the title product.

WORKUP

后处理

customdescribed for the synthesis of EXAMPLE 14
customThe resulting product was purified by column chromatography (ISCO, 4 g silica gel column, eluting with 0→5% MeOH/DCM)
customfollowed by further purification by column chromatography (ISCO, 4 g silica gel column
washeluting first with 0→100% EtOAc/hexanes
customwith 0→5% MeOH/DCM), providing the title product

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-94e1cde7d3d145a5b40e3c1c3113255a
来源数据集: uspto-grants-2016_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09248140B2
来源说明: uspto-grants-2016_02

反应 SMILES

Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C@H:15]([C:31]#[N:32])[CH:16]2[CH2:21][CH2:20][N:19]([C:22]3[CH:30]=[CH:29][C:25]([C:26](O)=[O:27])=[CH:24][CH:23]=3)[CH2:18][CH2:17]2)=[CH:5][CH:4]=1.[O:33]1[CH2:38][CH2:37][N:36]([CH2:39][CH2:40][C@@H:41]([NH:50][C:51]2[CH:56]=[CH:55][C:54]([S:57]([NH2:60])(=[O:59])=[O:58])=[CH:53][C:52]=2[S:61]([C:64]([F:67])([F:66])[F:65])(=[O:63])=[O:62])[CH2:42][S:43][C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[CH2:35][CH2:34]1>>[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[C@H:15]([C:31]#[N:32])[CH:16]2[CH2:21][CH2:20][N:19]([C:22]3[CH:23]=[CH:24][C:25]([C:26]([NH:60][S:57]([C:54]4[CH:55]=[CH:56][C:51]([NH:50][C@H:41]([CH2:40][CH2:39][N:36]5[CH2:37][CH2:38][O:33][CH2:34][CH2:35]5)[CH2:42][S:43][C:44]5[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=5)=[C:52]([S:61]([C:64]([F:67])([F:65])[F:66])(=[O:63])=[O:62])[CH:53]=4)(=[O:58])=[O:59])=[O:27])=[CH:29][CH:30]=3)[CH2:18][CH2:17]2)=[CH:7][CH:8]=1