HRID1970575

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID81531

Diisopropylethylamine

C8H19N

HCID516892

Sodium Bicarbonate

CHNaO3

结构：CN(C)C(On1nnc2cccnc21)=[N+](C)C.F[P-](F)(F)(F)(F)F

HCID9886157

Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

C10H15F6N6OP

HCID66854572

未命名化合物

结构：O=C(O)c1cc(OCC(=O)N2CCC[C@H]2C(=O)NC2CCC2)n(-c2ccccc2)n1

HCID66854695

未命名化合物

PRODUCTS

生成物

结构：CCCOC(=O)N1CCN(C(=O)C(NC(=O)c2cc(OCC(=O)N3CCC[C@H]3C(=O)NC3CCC3)n(-c3ccccc3)n2)C(C)F)CC1

HCID66855910

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

To a solution of 150 mg 5-[2-((S)-2-Cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-1-phenyl-1H-pyrazole-3-carboxylic acid in 4 ml DMF were added 138 mg HATU, 124 l DIPEA and 100 mg 4-(2-Amino-3-fluoro-butyryl)-piperazine-1-carboxylic acid propyl ester. After stirring for 12 h saturated NaHCO3 solution (1.5 ml) was added and the mixture passed through a Chem Elute® cartridge eluting with DCM. The crude product obtained after evaporation of the solvent was purified by preparative HPLC (C18 reverse phase column, elution with a water/MeCN gradient with 0.1% TFA) to give the title compound.

WORKUP

后处理

additionwas added
washElute® cartridge
washeluting with DCM
customThe crude product obtained
customafter evaporation of the solvent
customwas purified by preparative HPLC (
washC18 reverse phase column, elution with a water/MeCN gradient with 0.1% TFA)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-5158ecf142834390b3d7e4e7137ae07c
来源数据集: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08426420B2
来源说明: uspto-grants-2013_04

反应 SMILES

[CH:1]1([NH:5][C:6]([C@@H:8]2[CH2:12][CH2:11][CH2:10][N:9]2[C:13](=[O:30])[CH2:14][O:15][C:16]2[N:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:19]=[C:18]([C:27](O)=[O:28])[CH:17]=2)=[O:7])[CH2:4][CH2:3][CH2:2]1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[CH2:64]([O:67][C:68]([N:70]1[CH2:75][CH2:74][N:73]([C:76](=[O:82])[CH:77]([NH2:81])[CH:78]([F:80])[CH3:79])[CH2:72][CH2:71]1)=[O:69])[CH2:65][CH3:66].C([O-])(O)=O.[Na+]>CN(C=O)C>[CH2:64]([O:67][C:68]([N:70]1[CH2:75][CH2:74][N:73]([C:76](=[O:82])[CH:77]([NH:81][C:27]([C:18]2[CH:17]=[C:16]([O:15][CH2:14][C:13]([N:9]3[CH2:10][CH2:11][CH2:12][C@H:8]3[C:6](=[O:7])[NH:5][CH:1]3[CH2:4][CH2:3][CH2:2]3)=[O:30])[N:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:19]=2)=[O:28])[CH:78]([F:80])[CH3:79])[CH2:72][CH2:71]1)=[O:69])[CH2:65][CH3:66]