HRID1011990

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID78703

4-(1-Pyrrolidinyl)piperidine

C9H18N2

结构：Cc1c(C(=O)O)c(-c2cncnc2)nn1-c1cccc(C(F)(F)F)c1

HCID67315210

未命名化合物

结构：Cc1c(C(=O)O)c(-c2cncnc2)nn1-c1ccc(Br)c(C(F)(F)F)c1

HCID67315508

未命名化合物

PRODUCTS

生成物

结构：Cc1c(C(=O)N2CCC(N3CCCC3)CC2)c(-c2cncnc2)nn1-c1cccc(C(F)(F)F)c1

HCID57555011

未命名化合物

收率 20%

结构：Cc1c(C(=O)N2CCC(N3CCCC3)CC2)c(-c2cncnc2)nn1-c1ccc(Br)c(C(F)(F)F)c1

HCID57555036

未命名化合物

PROCEDURE

实验过程

In analogy to the procedure described in Example 160E], a mixture of 5-methyl-3-pyrimidin-5-yl-1-(3-trifluoromethyl-phenyl)-1H-pyrazole-4-carboxylic acid and 1-(4-bromo-3-trifluoromethyl-phenyl)-5-methyl-3-pyrimidin-5-yl-1H-pyrazole-4-carboxylic acid and 4-(1-pyrrolidinyl)piperidine gave a mixture of the title compounds. Purification by reversed phase HPLC (MeCN:H2O) afforded [1-(4-bromo-3-trifluoromethyl-phenyl)-5-methyl-3-pyrimidin-5-yl-1H-pyrazol-4-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone (Example 174) and [5-methyl-3-pyrimidin-5-yl-1-(3-trifluoromethyl-phenyl)-1H-pyrazol-4-yl]-(4-pyrrolidin-1-yl-piperidin-1-yl)-methanone as a white solid (20%). MS: 485.4 (MH+).

WORKUP

后处理

customgave
customPurification by reversed phase HPLC (MeCN:H2O)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-3a6746cb6a0d4f6baaad4ec6e9357fdd
来源数据集: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07977358B2
来源说明: uspto-grants-2011_07

反应 SMILES

[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:16])([F:15])[F:14])[CH:8]=2)[N:5]=[C:4]([C:17]2[CH:18]=[N:19][CH:20]=[N:21][CH:22]=2)[C:3]=1[C:23]([OH:25])=O.[Br:26][C:27]1[CH:32]=[CH:31][C:30]([N:33]2[C:37]([CH3:38])=[C:36]([C:39](O)=[O:40])[C:35]([C:42]3[CH:43]=[N:44][CH:45]=[N:46][CH:47]=3)=[N:34]2)=[CH:29][C:28]=1[C:48]([F:51])([F:50])[F:49].[N:52]1([CH:57]2[CH2:62][CH2:61][NH:60][CH2:59][CH2:58]2)[CH2:56][CH2:55][CH2:54][CH2:53]1>>[Br:26][C:27]1[CH:32]=[CH:31][C:30]([N:33]2[C:37]([CH3:38])=[C:36]([C:39]([N:60]3[CH2:61][CH2:62][CH:57]([N:52]4[CH2:56][CH2:55][CH2:54][CH2:53]4)[CH2:58][CH2:59]3)=[O:40])[C:35]([C:42]3[CH:43]=[N:44][CH:45]=[N:46][CH:47]=3)=[N:34]2)=[CH:29][C:28]=1[C:48]([F:50])([F:49])[F:51].[CH3:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][CH:10]=[C:9]([C:13]([F:14])([F:16])[F:15])[CH:8]=2)[N:5]=[C:4]([C:17]2[CH:18]=[N:19][CH:20]=[N:21][CH:22]=2)[C:3]=1[C:23]([N:60]1[CH2:61][CH2:62][CH:57]([N:52]2[CH2:56][CH2:55][CH2:54][CH2:53]2)[CH2:58][CH2:59]1)=[O:25]