HRID535094

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6342

Acetonitrile

C2H3N

HCID8082

Piperidine

C5H11N

结构：COC(=O)[C@H]1CN(/C(=N/C#N)Oc2ccccc2)CC[C@@H]1C(=O)N1CCN(c2ccc(C#N)cc2C)CC1

HCID178501358

未命名化合物

PRODUCTS

生成物

结构：COC(=O)[C@H]1CN(/C(=N/C#N)N2CCCCC2)CC[C@@H]1C(=O)N1CCN(c2ccc(C#N)cc2C)CC1

HCID178501356

未命名化合物

PROCEDURE

实验过程

To a stirred solution of methyl (3R,4S)-1-[(Z)-(cyanoimino)(phenoxy)methyl]-4-[4-(4-cyano-2-methylphenyl)piperazin-1-yl]carbonylpiperidine-3-carboxylate (52 mg, 0.00010 mol) in acetonitrile (2.006 mL, 0.03840 mol) was added piperidine (0.200 mL, 0.00202 mol). The reaction mixture refluxed(oil bath at 85 deg). Upon completion reaction mixture concentrated in vacuum. The residue was purified by combiflash using 0-5% methanol/dichloromethane to give the product (53.3 mg, 98% in yield). MS (ESI): (M+H)+=506.

WORKUP

后处理

customat 85 deg
customUpon completion reaction mixture
concentrationconcentrated in vacuum
customThe residue was purified by combiflash
customto give
customthe product (53.3 mg, 98% in yield)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-816652861cc042a3b82d398c3446ae54
来源数据集: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08853243B2
来源说明: uspto-grants-2014_10

反应 SMILES

[C:1](/[N:3]=[C:4](\OC1C=CC=CC=1)/[N:5]1[CH2:10][CH2:9][C@H:8]([C:11]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[CH:24]=[CH:23][C:22]([C:25]#[N:26])=[CH:21][C:20]=3[CH3:27])[CH2:15][CH2:14]2)=[O:12])[C@@H:7]([C:28]([O:30][CH3:31])=[O:29])[CH2:6]1)#[N:2].C(#N)C.[NH:42]1[CH2:47][CH2:46][CH2:45][CH2:44][CH2:43]1>>[C:1](/[N:3]=[C:4](\[N:42]1[CH2:47][CH2:46][CH2:45][CH2:44][CH2:43]1)/[N:5]1[CH2:10][CH2:9][C@H:8]([C:11]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[CH:24]=[CH:23][C:22]([C:25]#[N:26])=[CH:21][C:20]=3[CH3:27])[CH2:15][CH2:14]2)=[O:12])[C@@H:7]([C:28]([O:30][CH3:31])=[O:29])[CH2:6]1)#[N:2]