HRID1423323

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID67184

1-Bromopyrrolidine-2,5-dione

C4H4BrNO2

结构：CC(C)(C)OC(=O)N1CCC(Nc2cc(N(COCC[Si](C)(C)C)COCC[Si](C)(C)C)n3ncc(-c4cnc5ccc(F)cc5c4)c3n2)CC1

HCID66980260

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)OC(=O)N1CCC(Nc2nc3c(-c4cnc5ccc(F)cc5c4)cnn3c(N(COCC[Si](C)(C)C)COCC[Si](C)(C)C)c2Br)CC1

HCID66980176

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6342

Acetonitrile

C2H3N

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

NBS (410.9 mg, 2.31 mmol) was added to a solution of tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-(6-fluoroquinolin-3-yl)pyrazolo[1,5-a]pyrimidin-5-ylamino)piperidine-1-carboxylate (1547 mg, 2.09 mmol) in CH3CN (50 mL) and CH2Cl2 (50 mL). After stirring at room temperature for 2 h, the mixture was concentrated in vacuo. Purification by column chromatography afforded tert-butyl 4-(7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-6-bromo-3-(6-fluoroquinolin-3-yl)pyrazolo[1,5-a]pyrimidin-5-ylamino)piperidine-1-carboxylate: LCMS tR=1.88 Min (5 min run, UV254nm), Mass calculated for M+815.3, observed m/z 816.1 (M+H).

WORKUP

后处理

concentrationthe mixture was concentrated in vacuo
customPurification by column chromatography

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-00142e25e73a43ef8814ac9432a8dbf8
来源数据集: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08927562B2
来源说明: uspto-grants-2015_01

反应 SMILES

C1C(=O)N([Br:8])C(=O)C1.[CH3:9][Si:10]([CH3:59])([CH3:58])[CH2:11][CH2:12][O:13][CH2:14][N:15]([CH2:50][O:51][CH2:52][CH2:53][Si:54]([CH3:57])([CH3:56])[CH3:55])[C:16]1[N:21]2[N:22]=[CH:23][C:24]([C:25]3[CH:26]=[N:27][C:28]4[C:33]([CH:34]=3)=[CH:32][C:31]([F:35])=[CH:30][CH:29]=4)=[C:20]2[N:19]=[C:18]([NH:36][CH:37]2[CH2:42][CH2:41][N:40]([C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])[CH2:39][CH2:38]2)[CH:17]=1>CC#N.C(Cl)Cl>[CH3:57][Si:54]([CH3:56])([CH3:55])[CH2:53][CH2:52][O:51][CH2:50][N:15]([CH2:14][O:13][CH2:12][CH2:11][Si:10]([CH3:9])([CH3:58])[CH3:59])[C:16]1[N:21]2[N:22]=[CH:23][C:24]([C:25]3[CH:26]=[N:27][C:28]4[C:33]([CH:34]=3)=[CH:32][C:31]([F:35])=[CH:30][CH:29]=4)=[C:20]2[N:19]=[C:18]([NH:36][CH:37]2[CH2:42][CH2:41][N:40]([C:43]([O:45][C:46]([CH3:49])([CH3:48])[CH3:47])=[O:44])[CH2:39][CH2:38]2)[C:17]=1[Br:8]