HRID50067

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

HCID11430

Potassium Carbonate

CK2O3

结构：Cc1ccc(S(=O)(=O)O)cc1.O=C(N1CCCC1)C1(Cc2ccccc2)CCNCC1

HCID22741712

未命名化合物

结构：Cl.O=C(c1ccccc1)N1CCCC(CCCN2CCC(C(=O)N3CCCC3)CC2)(c2ccc(Cl)c(Cl)c2)C1

HCID22741714

未命名化合物

PRODUCTS

生成物

结构：Cl.Cl.O.O=C(c1ccccc1)N1CCCC(CCCN2CCC(Cc3ccccc3)(C(=O)N3CCCC3)CC2)(c2ccc(Cl)c(Cl)c2)C1.O=C(c1ccccc1)N1CCCC(CCCN2CCC(Cc3ccccc3)(C(=O)N3CCCC3)CC2)(c2ccc(Cl)c(Cl)c2)C1

HCID131721655

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID962

Water

H2O

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

CONDITIONS

反应条件

温度: 80 °C

PROCEDURE

实验过程

A mixture of 4-benzyl-4-(pyrrolidin-1-ylcarbonyl)piperidine p-toluene-sulfonate, 0.65 g of the compound obtained in step B of EXAMPLE 1 and 0.7 g of K2CO3 in 6 ml of DMF is heated at 80° C. for 3 hours. The reaction mixture is poured into iced water and the precipitate formed is filtered off and washed with water. The precipitate is dissolved in AcOEt, the organic phase is dried over MgSO4 and the solvent is evaporated off under vacuum. The residue is chromatographed on silica H using DCM and then a DCM/MeOH mixture (95/5; v/v) as the eluent. The product obtained is taken up with ethereal hydrogen chloride and the precipitate formed is filtered off to give 0.56 g of the expected product.

WORKUP

后处理

customthe precipitate formed
filtrationis filtered off
washwashed with water
dissolutionThe precipitate is dissolved in AcOEt
dry with materialthe organic phase is dried over MgSO4
customthe solvent is evaporated off under vacuum
customThe residue is chromatographed on silica H
customThe product obtained
customthe precipitate formed
filtrationis filtered off

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-960e5a400a17473e86c5082ea882ad5d
来源数据集: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06710042B2
来源说明: uspto-grants-2004_03

反应 SMILES

[C:1]1([CH3:11])[CH:6]=[CH:5][C:4](S(O)(=O)=[O:8])=[CH:3][CH:2]=1.[CH2:12]([C:19]1([C:25]([N:27]2[CH2:31][CH2:30][CH2:29][CH2:28]2)=[O:26])[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[ClH:32].[C:33]([N:41]1[CH2:46][CH2:45][CH2:44][C:43]([C:63]2[CH:68]=[CH:67][C:66]([Cl:69])=[C:65]([Cl:70])[CH:64]=2)([CH2:47][CH2:48][CH2:49][N:50]2[CH2:55][CH2:54][CH:53]([C:56]([N:58]3[CH2:62][CH2:61][CH2:60][CH2:59]3)=[O:57])[CH2:52][CH2:51]2)[CH2:42]1)(=[O:40])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.C([O-])([O-])=O.[K+].[K+].Cl>CN(C=O)C.O>[OH2:8].[ClH:69].[C:33]([N:41]1[CH2:46][CH2:45][CH2:44][C:43]([CH2:47][CH2:48][CH2:49][N:22]2[CH2:23][CH2:24][C:19]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)([C:25]([N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)=[O:26])[CH2:20][CH2:21]2)([C:63]2[CH:68]=[CH:67][C:66]([Cl:69])=[C:65]([Cl:70])[CH:64]=2)[CH2:42]1)(=[O:40])[C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1.[C:33]([N:41]1[CH2:46][CH2:45][CH2:44][C:43]([C:63]2[CH:68]=[CH:67][C:66]([Cl:69])=[C:65]([Cl:70])[CH:64]=2)([CH2:47][CH2:48][CH2:49][N:50]2[CH2:51][CH2:52][C:53]([C:56]([N:58]3[CH2:59][CH2:60][CH2:61][CH2:62]3)=[O:57])([CH2:11][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:54][CH2:55]2)[CH2:42]1)(=[O:40])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.[ClH:32]