HRID63708

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：CCOCc1nc2c(NC(c3ccccc3)(c3ccccc3)c3ccccc3)nc3cc(/C=C/C(=O)OCC)ccc3c2n1CC(C)(C)OCCNC(=O)OC(C)(C)C

HCID118475082

未命名化合物

HCID178418361

未命名化合物

PRODUCTS

生成物

HCID118451552

未命名化合物

收率 58%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23938

Palladium

溶剂HCID702

Ethanol

C2H6O

溶剂HCID8857

Ethyl acetate

C4H8O2

PROCEDURE

实验过程

Palladium on carbon 10% (100 mg, 940 μmol) in ethanol (10 mL) was added to a suspension of (E)-ethyl 3-(1-(2-(2-(tert-butoxycarbonylamino)ethoxy)-2-methylpropyl)-2-(ethoxymethyl)-4-(tritylamino)-1H-imidazo[4,5-c]quinolin-7-yl)acrylate (280 mg, 351 μmol) in ethyl acetate (30 mL). The mixture was stirred for 6 h in a hydrogen atmosphere at room temperature, filtered and solvent was removed in vacuo. The residue was purified by flash chromatography (silica gel-NH2, 0% to 100% ethyl acetate in heptane) to give the title compound (0.163 g, 58%) as white solid; LC-MS (UV peak area, ESI) 74%, 800.5 (MH+).

WORKUP

后处理

filtrationfiltered
customsolvent was removed in vacuo
customThe residue was purified by flash chromatography (silica gel-NH2, 0% to 100% ethyl acetate in heptane)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-46f933d68db54ecab07a1bdb619ee533
来源数据集: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09447097B2
来源说明: uspto-grants-2016_09

反应 SMILES

[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]([CH3:59])([CH3:58])[CH2:13][N:14]1[C:26]2[C:25]3[CH:24]=[CH:23][C:22](/[CH:27]=[CH:28]/[C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:21][C:20]=3[N:19]=[C:18]([NH:34][C:35]([C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:17]=2[N:16]=[C:15]1[CH2:54][O:55][CH2:56][CH3:57])=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>[Pd].C(O)C.C(OCC)(=O)C>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][O:11][C:12]([CH3:58])([CH3:59])[CH2:13][N:14]1[C:26]2[C:25]3[CH:24]=[CH:23][C:22]([CH2:27][CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])=[CH:21][C:20]=3[N:19]=[C:18]([NH:34][C:35]([C:42]3[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=3)([C:48]3[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=3)[C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[C:17]=2[N:16]=[C:15]1[CH2:54][O:55][CH2:56][CH3:57])=[O:7])([CH3:4])([CH3:2])[CH3:3]