HRID1945762

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID176

Acetic Acid

C2H4O2

结构：COC(C)(C)C1CCN(Cc2nc3c(N4CCOCC4)nc(Nc4ccccc4N)nc3n2C)CC1

HCID59605541

未命名化合物

PRODUCTS

生成物

结构：COC(C)(C)C1CCN(Cc2nc3c(N4CCOCC4)nc(-n4c(C)nc5ccccc54)nc3n2C)CC1

HCID59605581

未命名化合物

收率 21.1%

PROCEDURE

实验过程

A mixture of N1-(8-((4-(2-methoxypropan-2-yl)piperidin-1-yl)methyl)-9-methyl-6-morpholino-9H-purin-2-yl)benzene-1,2-diamine (177 mg, 0.368 mmol) in acetic acid (1.5 mL) was stirred at reflux for 5 hours. The reaction mixture was then concentrated and then purified first by flash chromatography (10% MeOH in DCM containing 1% 2 M ammonia in MeOH), followed by RP-HPLC to give 179 (0.0373 g, 21.1%). LCMS: M+H+=519.1.

WORKUP

后处理

temperatureat reflux for 5 hours
concentrationThe reaction mixture was then concentrated
custompurified first by flash chromatography (10% MeOH in DCM containing 1% 2 M ammonia in MeOH)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f459a238551747ab930171a06c2618f1
来源数据集: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08394796B2
来源说明: uspto-grants-2013_03

反应 SMILES

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