HRID1444733

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID15908

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide

C8H17N3

HCID75771

1-Hydroxybenzotriazole

C6H5N3O

结构：Cc1ccc(S(=O)(=O)N2C=CNC(=O)[C@H]2CC(=O)O)cc1

HCID59167870

未命名化合物

结构：CC(c1ccc2c(c1)CCC[C@H]2NC(=O)OC(C)(C)C)N1CCCCC1

HCID86602831

未命名化合物

PRODUCTS

生成物

结构：Cc1ccc(S(=O)(=O)N2C=CNC(=O)[C@H]2CC(=O)N[C@@H]2CCCc3cc(C(C)N4CCCCC4)ccc32)cc1

HCID68681671

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

(R)-2-(3-Oxo-1-tosyl-1,2,3,4-tetrahydropyrazin-2-yl)acetic acid (140 mg) and (1R)-6-(1-(piperidin-1-yl)ethyl)-1,2,3,4-tetrahydronaphthalen-1-amine (122 mg, prepared in Example 12) are combined in 2 mL of DMF, then EDCI (112 mg) and HOBT (79 mg) are added and the mix is stirred under nitrogen overnight. Next the mix was quenched with sat. sodium bicarb., extracted with ethyl acetate, washed with brine, washed with water, dried with sodium sulfate, and concentrated. The compound was then purified on the varian using 10 to 90% acetonitrile in water to give the product. MS 551 (ESI, pos. ion).

WORKUP

后处理

customNext the mix was quenched with sat. sodium bicarb
extraction, extracted with ethyl acetate
washwashed with brine
washwashed with water
dry with materialdried with sodium sulfate
concentrationconcentrated
customThe compound was then purified on the
customto give the product

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4255a319bfb743ea83adeef9a0a5206c
来源数据集: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07662811B2
来源说明: uspto-grants-2010_02

反应 SMILES

[O:1]=[C:2]1[NH:7][CH:6]=[CH:5][N:4]([S:8]([C:11]2[CH:17]=[CH:16][C:14]([CH3:15])=[CH:13][CH:12]=2)(=[O:10])=[O:9])[C@@H:3]1[CH2:18][C:19](O)=[O:20].[N:22]1([CH:28]([C:30]2[CH:31]=[C:32]3[C:37](=[CH:38][CH:39]=2)[C@H:36]([NH:40]C(=O)OC(C)(C)C)[CH2:35][CH2:34][CH2:33]3)[CH3:29])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1.CCN=C=NCCCN(C)C.C1C=CC2N(O)N=NC=2C=1>CN(C=O)C>[O:1]=[C:2]1[NH:7][CH:6]=[CH:5][N:4]([S:8]([C:11]2[CH:17]=[CH:16][C:14]([CH3:15])=[CH:13][CH:12]=2)(=[O:9])=[O:10])[C@@H:3]1[CH2:18][C:19]([NH:40][C@H:36]1[C:37]2[C:32](=[CH:31][C:30]([CH:28]([N:22]3[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]3)[CH3:29])=[CH:39][CH:38]=2)[CH2:33][CH2:34][CH2:35]1)=[O:20]