HRID1759717

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID3287412

1,4,5,6-tetrahydropyrimidin-2-amine

C4H9N3

结构：COC(=O)CCc1ccc(C(=O)NC[C@H](Nc2nc3cc(Br)ccc3o2)C(=O)OC(C)(C)C)cc1

HCID69733400

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)[C@H](CNC(=O)c1ccc(CCC(=O)NC2=NCCCN2)cc1)Nc1nc2cc(Br)ccc2o1

HCID69733401

未命名化合物

收率 45.2%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

1,4,5,6-tetrahydro-2-pyrimidinamine (94 mg) is added to the ester 10-6 (140 mg) in 3 ml of THF, and agitation is carried out at ambient temperature for 4 hours. After evaporating under reduced pressure, the dry extract obtained is purified by chromatography eluting with a CH2Cl2/AcOEt 80/20 then CH2Cl2/MeOH 85/15 mixture. 71 mg of expected product 10-7 is obtained.

WORKUP

后处理

customAfter evaporating under reduced pressure
extractionthe dry extract
customobtained
customis purified by chromatography
washeluting with a CH2Cl2/AcOEt 80/20

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-24e7fed304634e6a97f2af293897ddfd
来源数据集: uspto-grants-2005_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06838453B2
来源说明: uspto-grants-2005_01

反应 SMILES

[NH:1]1[CH2:6][CH2:5][CH2:4][N:3]=[C:2]1[NH2:7].[Br:8][C:9]1[CH:10]=[CH:11][C:12]2[O:16][C:15]([NH:17][C@H:18]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:19][NH:20][C:21](=[O:34])[C:22]3[CH:27]=[CH:26][C:25]([CH2:28][CH2:29][C:30](OC)=[O:31])=[CH:24][CH:23]=3)=[N:14][C:13]=2[CH:42]=1>C1COCC1>[Br:8][C:9]1[CH:10]=[CH:11][C:12]2[O:16][C:15]([NH:17][C@H:18]([C:35]([O:37][C:38]([CH3:40])([CH3:39])[CH3:41])=[O:36])[CH2:19][NH:20][C:21](=[O:34])[C:22]3[CH:23]=[CH:24][C:25]([CH2:28][CH2:29][C:30](=[O:31])[NH:7][C:2]4[NH:3][CH2:4][CH2:5][CH2:6][N:1]=4)=[CH:26][CH:27]=3)=[N:14][C:13]=2[CH:42]=1