HRID1160261

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID2724141

Tetra-n-butylammonium fluoride

C16H36FN

结构：CC(C)[Si](O[C@H]1CC[C@H](N2CC[C@@H](Cc3c(Cl)cc(-c4ccc(C(=O)N5CCC(C(F)(F)F)CC5)cc4)cc3Cl)C2=O)CC1)(C(C)C)C(C)C

HCID178460985

未命名化合物

PRODUCTS

生成物

结构：O=C(c1ccc(-c2cc(Cl)c(C[C@@H]3CCN([C@H]4CC[C@H](O)CC4)C3=O)c(Cl)c2)cc1)N1CCC(C(F)(F)F)CC1

HCID178519417

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

Mix (R)-3-[3,5-Dichloro-4′-(4-trifluoromethyl-piperidine-1-carbonyl)-biphenyl-4-ylmethyl]-trans-1-(4-triisopropylsilanyloxy-cyclohexyl)-pyrrolidin-2-one (Preparation 22) (0.548 g, 0.78 mmol) and TBAF (1.55 ml, 1.55 mmol) in 15 ml of dry THF. Stir at room temperature for 2 hours. Quench with saturated NaHCO3 extract with ethyl acetate. Wash with brine. Dry over magnesium sulfate, filter, and concentrate. After flash column chromatography receive 0.448 g (97%) of the title compound: Mass spectrum (apci) m/z=596 (M+H).

WORKUP

后处理

customQuench with saturated NaHCO3
extractionextract with ethyl acetate
washWash with brine
dry with materialDry over magnesium sulfate
filtrationfilter
concentrationconcentrate

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-23c0d3d8a2c0454c8b922d39ca235f39
来源数据集: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07816349B2
来源说明: uspto-grants-2010_10

反应 SMILES

[Cl:1][C:2]1[CH:3]=[C:4]([C:33]2[CH:38]=[CH:37][C:36]([C:39]([N:41]3[CH2:46][CH2:45][CH:44]([C:47]([F:50])([F:49])[F:48])[CH2:43][CH2:42]3)=[O:40])=[CH:35][CH:34]=2)[CH:5]=[C:6]([Cl:32])[C:7]=1[CH2:8][C@@H:9]1[CH2:13][CH2:12][N:11]([C@H:14]2[CH2:19][CH2:18][C@H:17]([O:20][Si](C(C)C)(C(C)C)C(C)C)[CH2:16][CH2:15]2)[C:10]1=[O:31].CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[Cl:32][C:6]1[CH:5]=[C:4]([C:33]2[CH:38]=[CH:37][C:36]([C:39]([N:41]3[CH2:46][CH2:45][CH:44]([C:47]([F:49])([F:48])[F:50])[CH2:43][CH2:42]3)=[O:40])=[CH:35][CH:34]=2)[CH:3]=[C:2]([Cl:1])[C:7]=1[CH2:8][C@@H:9]1[CH2:13][CH2:12][N:11]([C@H:14]2[CH2:19][CH2:18][C@H:17]([OH:20])[CH2:16][CH2:15]2)[C:10]1=[O:31]