HRID2200325

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID1118

Sulfuric acid

H2O4S

结构：CC1(C)CCC2(CC1)N[C@@H](C(=O)N[C@@H]1CC[C@@H](C(N)=O)OC1)[C@H](c1ccnc(Cl)c1F)[C@]21C(=O)Nc2cc(Cl)ccc21

HCID73297272

Milademetan

C30H34Cl2FN5O4

PRODUCTS

生成物

结构：CC(C)O.CC1(C)CCC2(CC1)N[C@@H](C(=O)N[C@@H]1CC[C@@H](C(N)=O)OC1)[C@H](c1ccnc(Cl)c1F)[C@]21C(=O)Nc2cc(Cl)ccc21.O.O=S(=O)(O)O

HCID86672600

未命名化合物

收率 62.9%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID3776

Isopropanol

C3H8O

PROCEDURE

实验过程

Concentrated sulfuric acid (0.005 ml, 0.08 mmol) was added to a 2-propanol (0.5 ml) solution of the compound (52 mg, 0.08 mmol) obtained in Example 1 and then the resulting mixture was stirred at room temperature for 2 days. The precipitate was collected by filtration to give 20 mg (34%) of the title compound as a solid.

WORKUP

后处理

filtrationThe precipitate was collected by filtration

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-cc38a4e34bd246939f5d9fcd2bda8983
来源数据集: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09359368B2
来源说明: uspto-grants-2016_06

反应 SMILES

[S:1](=[O:5])(=[O:4])([OH:3])[OH:2].[C:6]([C@H:9]1[O:14][CH2:13][C@H:12]([NH:15][C:16]([C@@H:18]2[NH:32][C:31]3([CH2:37][CH2:36][C:35]([CH3:39])([CH3:38])[CH2:34][CH2:33]3)[C@:20]3([C:28]4[C:23](=[CH:24][C:25]([Cl:29])=[CH:26][CH:27]=4)[NH:22][C:21]3=[O:30])[C@H:19]2[C:40]2[CH:45]=[CH:44][N:43]=[C:42]([Cl:46])[C:41]=2[F:47])=[O:17])[CH2:11][CH2:10]1)(=[O:8])[NH2:7]>CC(O)C>[OH2:2].[S:1]([OH:5])([OH:4])(=[O:3])=[O:2].[C:6]([C@H:9]1[O:14][CH2:13][C@H:12]([NH:15][C:16]([C@@H:18]2[NH:32][C:31]3([CH2:33][CH2:34][C:35]([CH3:39])([CH3:38])[CH2:36][CH2:37]3)[C@:20]3([C:28]4[C:23](=[CH:24][C:25]([Cl:29])=[CH:26][CH:27]=4)[NH:22][C:21]3=[O:30])[C@H:19]2[C:40]2[CH:45]=[CH:44][N:43]=[C:42]([Cl:46])[C:41]=2[F:47])=[O:17])[CH2:11][CH2:10]1)(=[O:8])[NH2:7].[CH3:6][CH:9]([OH:14])[CH3:10]