HRID1394260

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 20), the more polar diastereoisomer of 1-(4-dimethylamino-4-phenylcyclohexyl)-3-[2-(5-fluoro-1H-indol-3-yl)ethyl]urea (267 mg, 0.63 mmole) was dissolved in ethyl methyl ketone (5 ml) and combined with trimethylchlorosilane (120 μl, 0.95 mmole). The resulting solid was filtered out and dried. The hydrochloride of the more polar 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 219-221° C. in a yield of 290 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-c848920557a041a1bcc5cb0e9737fe8d
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