HRID1394259

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6397

Chlorotrimethylsilane

C3H9ClSi

结构：CN(C)C1(c2ccccc2)CCC(NC(=O)NCCc2c[nH]c3ccc(F)cc23)CC1

HCID69217077

未命名化合物

PRODUCTS

生成物

HCID69217077

未命名化合物

结构：CN(C)C1(c2ccccc2)CCC(NC(=O)NCCc2c[nH]c3ccc(F)cc23)CC1.Cl

HCID69219860

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6569

Methyl ethyl ketone

C4H8O

PROCEDURE

实验过程

In order to produce the hydrochloride (compound 19), the more nonpolar diastereoisomer of 1-(4-dimethylamino-4-phenylcyclohexyl)-3-[2-(5-fluoro-1H-indol-3-yl)ethyl]urea (140 mg, 0.33 mmole) was dissolved in ethyl methyl ketone (3 ml) and combined with trimethylchlorosilane (60 μl, 0.45 mmole). The resulting solid was filtered out and dried. The hydrochloride of the more nonpolar diastereoisomer of 1-(4-dimethylamino-4-phenylcyclohexyl)-3-[2-(5-fluoro-1H-indol-3-yl)ethyl]urea was obtained in this manner as a colorless solid with a melting point of 197-199° C. in a yield of 152 mg (100%).

WORKUP

后处理

filtrationThe resulting solid was filtered out
customdried

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-ebb08ecf9b0645b0b97f2d3e4fcaa3c5
来源数据集: uspto-grants-2008_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07348354B2
来源说明: uspto-grants-2008_03

反应 SMILES

[CH3:1][N:2]([CH3:31])[C:3]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:8][CH2:7][CH:6]([NH:9][C:10]([NH:12][CH2:13][CH2:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([F:24])[CH:22]=3)[NH:17][CH:16]=2)=[O:11])[CH2:5][CH2:4]1.C[Si](C)(C)[Cl:34]>CC(CC)=O>[ClH:34].[CH3:31][N:2]([CH3:1])[C:3]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:4][CH2:5][CH:6]([NH:9][C:10]([NH:12][CH2:13][CH2:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([F:24])[CH:22]=3)[NH:17][CH:16]=2)=[O:11])[CH2:7][CH2:8]1.[CH3:31][N:2]([CH3:1])[C:3]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH2:4][CH2:5][CH:6]([NH:9][C:10]([NH:12][CH2:13][CH2:14][C:15]2[C:23]3[C:18](=[CH:19][CH:20]=[C:21]([F:24])[CH:22]=3)[NH:17][CH:16]=2)=[O:11])[CH2:7][CH2:8]1