HRID20810

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID4187788

(tert-Butyldimethylsilyloxy)acetaldehyde

C8H18O2Si

HCID5049666

Sodium triacetoxyborohydride

C6H10BNaO6

结构：CNC1(C(NC(=O)c2cccc(C(F)(F)F)c2Cl)c2ccccc2)CCCC1

HCID59347824

未命名化合物

PRODUCTS

生成物

结构：CN(CCO[Si](C)(C)C(C)(C)C)C1(C(NC(=O)c2cccc(C(F)(F)F)c2Cl)c2ccccc2)CCCC1

HCID59347865

未命名化合物

收率 99.9%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

The title compound (0.390 g, 99%) was prepared from (±)-2-chloro-N-[[1-(methylamino)cyclopentyl](phenyl)methyl]-3-(trifluoromethyl)benzamide (0.282 g; 0.686 mmol), (tert-butyldimethylsilyloxy acetaldehyde (90%; 0.265 g; 1.52 mmol) and sodium triacetoxyborohydride (0.290 g; 1.52 mmol) in DCM (5 ml) in a similar manner to that described in E30. Mass Spectrum (Electrospray LC/MS). Found 569 (MH+). C29H4035ClF3N2O2Si requires 568. Ret. time: 3.04 min.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-1b6c266b36d24e5ea66f57aad432bce0
来源数据集: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07745642B2
来源说明: uspto-grants-2010_06

反应 SMILES

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