HRID1747620

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CC(C)(C)[Si](C)(C)OC[C@@H]1C[C@@H](N)C[C@@H]1O[Si](C)(C)C(C)(C)C

HCID59671204

未命名化合物

结构：CC1(C)C[C@H](Nc2nc(Cl)nc(Cl)n2)c2ccccc21

HCID86618719

未命名化合物

PRODUCTS

生成物

结构：CC1(C)C[C@H](Nc2nc(Cl)nc(N[C@@H]3C[C@@H](CO[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)C3)n2)c2ccccc21

HCID86618718

未命名化合物

收率 71%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

To a solution of (1R,3S,4S)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-({[tert-butyl(dimethyl)silyl]oxy}methyl)cyclopentanamine (0.200 g, 0.556 mmol), TEA (0.21 mL, 1.50 mmol) in THF (0.80 mL) was added 4,6-dichloro-N-[(1S)-3,3-dimethyl-2,3-dihydro-1H-inden-1-yl]-1,3,5-triazin-2-amine (0.160 g, 0.500 mol). The reaction was stirred for 3.5 h then concentrated in vacuo. The residue was purified by preparative TLC (10% EtOAc/hexanes) followed by DCM. The relevant band was cut and washed using acetone, filtered, and concentrated in vacuo to afford the title compound (0.228 g, 71%). LC/MS: Rt=2.77 min, ES+ 633 (FA standard).

WORKUP

后处理

concentrationthen concentrated in vacuo
customThe residue was purified by preparative TLC (10% EtOAc/hexanes)
washwashed
filtrationfiltered
concentrationconcentrated in vacuo

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f46b34a186374d54bc5d846cd45ec6fc
来源数据集: uspto-grants-2015_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09150525B2
来源说明: uspto-grants-2015_10

反应 SMILES

[Si:1]([O:8][C@@H:9]1[C@H:13]([CH2:14][O:15][Si:16]([C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:18])[CH3:17])[CH2:12][C@@H:11]([NH2:23])[CH2:10]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[Cl:24][C:25]1[N:30]=[C:29](Cl)[N:28]=[C:27]([NH:32][C@@H:33]2[C:41]3[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=3)[C:35]([CH3:43])([CH3:42])[CH2:34]2)[N:26]=1>C1COCC1>[Si:1]([O:8][C@@H:9]1[C@H:13]([CH2:14][O:15][Si:16]([C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:17])[CH3:18])[CH2:12][C@@H:11]([NH:23][C:29]2[N:28]=[C:27]([NH:32][C@@H:33]3[C:41]4[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=4)[C:35]([CH3:42])([CH3:43])[CH2:34]3)[N:26]=[C:25]([Cl:24])[N:30]=2)[CH2:10]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]