HRID2194569

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID31297

Methanesulfonyl chloride

CH3ClO2S

结构：C[C@H]1CC[C@@H](Nc2ncc(-c3ccc(N4CCOCC4)cc3)c(OC[C@@H]3CCNC3)n2)CC1

HCID178461301

未命名化合物

PRODUCTS

生成物

结构：CS(=O)(=O)N1CC[C@@H](COc2nc(N[C@H]3CC[C@@H](C)CC3)ncc2-c2ccc(N3CCOCC3)cc2)C1

HCID178504942

未命名化合物

收率 67%

PROCEDURE

实验过程

Using the procedure of Example 1 Step 5, 4-(((R)-pyrrolidin-3-yl)methoxy)-N-(cis-4-methylcyclohexyl)-5-(4-morpholinophenyl)pyrimidin-2-amine with methanesulfonyl chloride to provide the title compound in 67% yield. 1H NMR (CDCl3, 400 MHz) δ 8.03 (s, 1H), 7.33 (d, 2H), 6.94 (d, 2H), 5.40 (sb, 1H), 4.35 (m, 2H), 4.08 (m, 1H), 3.88 (m, 4H), 3.55-3.31 (m, 4H), 3.18 (m, 4H), 2.76 (s, 3H), 2.17-2.10 (m, 1H), 1.86-1.25 (m, 9H), 0.95 (d, 3H); MS (ESI) m/z: Found: 530.3 (M+1). Calc. 529.3 (M+).

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-ac6d2ada2af84bbf9e4790464768862e
来源数据集: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08334292B1
来源说明: uspto-grants-2012_12

反应 SMILES

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