HRID69883

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID18521600

3-Amino-6-bromopyrazine-2-carboxylic acid

C5H4BrN3O2

结构：CC(C)(C)OC(=O)N1CCN(c2ccc(C(=O)c3ccccc3)cc2N)CC1

HCID68161607

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N1CCN(c2ccc(C(=O)c3ccccc3)cc2NC(=O)c2nc(Br)cnc2N)CC1

HCID86669182

未命名化合物

收率 50%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6342

Acetonitrile

C2H3N

PROCEDURE

实验过程

Following method 11, tert-butyl 4-(2-amino-4-benzoylphenyl)piperazine-1-carboxylate was coupled to 3-amino-6-bromopyrazine-2-carboxylic acid with TEA (1.5 eq) in ACN at 55° C. for 48 hours. Concentrated, triturated in cold ACN, filtered, and dried in vacuo yielding tert-butyl 4-(2-(3-amino-6-bromopyrazine-2-carboxamido)-4-benzoylphenyl)piperazine-1-carboxylate (50%). LCMS (m/z): 581.1 (MH+); LC Rt=4.00 min.

WORKUP

后处理

concentrationConcentrated
customtriturated in cold ACN
filtrationfiltered
customdried in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-8f947026be30409d8523c55ddf748b24
来源数据集: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08822497B2
来源说明: uspto-grants-2014_09

反应 SMILES

[NH2:1][C:2]1[CH:7]=[C:6]([C:8](=[O:15])[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:5]=[CH:4][C:3]=1[N:16]1[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]1.[NH2:29][C:30]1[C:31]([C:37](O)=[O:38])=[N:32][C:33]([Br:36])=[CH:34][N:35]=1>C(#N)C>[NH2:29][C:30]1[C:31]([C:37]([NH:1][C:2]2[CH:7]=[C:6]([C:8](=[O:15])[C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:5]=[CH:4][C:3]=2[N:16]2[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]2)=[O:38])=[N:32][C:33]([Br:36])=[CH:34][N:35]=1