HRID2281372

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6397

Chlorotrimethylsilane

C3H9ClSi

HCID736269

1-[4-(4-Aminophenyl)piperazin-1-yl]ethan-1-one

C12H17N3O

结构：Cc1ccc(S(=O)(=O)n2ccc3c(N4CCCC(C(N)=O)C4)nc(Cl)nc32)cc1

HCID57990431

未命名化合物

PRODUCTS

生成物

结构：CC(=O)N1CCN(c2ccc(Nc3nc(N4CCCC(C(N)=O)C4)c4ccn(S(=O)(=O)c5ccc(C)cc5)c4n3)cc2)CC1

HCID57990374

未命名化合物

收率 6.8%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID263

1-Butanol

C4H10O

2 次

PROCEDURE

实验过程

A mixture of 1-(2-chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-3-carboxamide (125 mg, 0.288 mmol), 1-(4-(4-aminophenyl)piperazin-1-yl)ethanone (100 mg, 0.456 mmol) and trimethylsilyl chloride (0.100 mL, 0.79 mmol) in n-BuOH (3 mL) was stirred at 116° C. for 20 h. n-BuOH was removed in vacuo. The residue was purified by HPLC to give 1-(2-(4-(4-acetylpiperazin-1-yl)phenylamino)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-3-carboxamide (12 mg).

WORKUP

后处理

customwas removed in vacuo
customThe residue was purified by HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a525f613c9d94cebab32d2d9833e2612
来源数据集: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09139581B2
来源说明: uspto-grants-2015_09

反应 SMILES

Cl[C:2]1[N:3]=[C:4]([N:21]2[CH2:26][CH2:25][CH2:24][CH:23]([C:27]([NH2:29])=[O:28])[CH2:22]2)[C:5]2[CH:10]=[CH:9][N:8]([S:11]([C:14]3[CH:20]=[CH:19][C:17]([CH3:18])=[CH:16][CH:15]=3)(=[O:13])=[O:12])[C:6]=2[N:7]=1.[NH2:30][C:31]1[CH:36]=[CH:35][C:34]([N:37]2[CH2:42][CH2:41][N:40]([C:43](=[O:45])[CH3:44])[CH2:39][CH2:38]2)=[CH:33][CH:32]=1.C[Si](Cl)(C)C>CCCCO>[C:43]([N:40]1[CH2:39][CH2:38][N:37]([C:34]2[CH:35]=[CH:36][C:31]([NH:30][C:2]3[N:3]=[C:4]([N:21]4[CH2:26][CH2:25][CH2:24][CH:23]([C:27]([NH2:29])=[O:28])[CH2:22]4)[C:5]4[CH:10]=[CH:9][N:8]([S:11]([C:14]5[CH:20]=[CH:19][C:17]([CH3:18])=[CH:16][CH:15]=5)(=[O:13])=[O:12])[C:6]=4[N:7]=3)=[CH:32][CH:33]=2)[CH2:42][CH2:41]1)(=[O:45])[CH3:44]