HRID221648

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID69041562

未命名化合物

HCID86623601

未命名化合物

PRODUCTS

生成物

结构：COC(=O)c1ccc(O)cc1OCC(O)CNC1CCN(c2ncnc3scc(-c4ccccc4)c23)CC1

HCID24937270

未命名化合物

收率 51%

PROCEDURE

实验过程

Synthesis followed SP6 (3 h), using 300 μmol methyl 4-(methoxymethoxy)-2-(oxiran-2-ylmethoxy)benzoate and 1-(5-phenylthieno[2,3-d]pyrimidin-4-yl)piperidin-4-amine to give MOM intermediate upon purification by prep. TLC (1 mm silica gel, PE/CH2Cl2/MeOH 10:6:1) with 51% yield. Product was obtained by MOM-removal according to SP8 with 32% yield upon purification by prep. TLC (1 mm silica gel, PE/CH2Cl2/MeOH 6:4:1) and subsequent prep. HPLC (reversed phase).

WORKUP

后处理

customSynthesis
customSP6 (3 h)
customto give MOM intermediate
customupon purification by prep
customProduct was obtained by MOM-removal
customaccording to SP8 with 32% yield upon purification by prep

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-d7709961519343ceb5f1b54d85b78754
来源数据集: uspto-grants-2012_06
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08207174B2
来源说明: uspto-grants-2012_06

反应 SMILES

COC[O:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([O:15][CH2:16][CH:17]2[CH2:19][O:18]2)[CH:6]=1.[C:20]1([C:26]2[C:34]3[C:33]([N:35]4[CH2:40][CH2:39][CH:38]([NH2:41])[CH2:37][CH2:36]4)=[N:32][CH:31]=[N:30][C:29]=3[S:28][CH:27]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[OH:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([O:15][CH2:16][CH:17]([OH:18])[CH2:19][NH:41][CH:38]2[CH2:39][CH2:40][N:35]([C:33]3[C:34]4[C:26]([C:20]5[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=5)=[CH:27][S:28][C:29]=4[N:30]=[CH:31][N:32]=3)[CH2:36][CH2:37]2)[CH:6]=1