HRID541547

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8028

Tetrahydrofuran

C4H8O

HCID66054

Butanoyl chloride, 3-methyl-

C5H9ClO

反应SMILES：CC(=O)c1cc(C(=O)NN(Cc2ccc(-c3cc(Cl)ccc3F)cc2)C[C@@H](O)C(=O)O)[nH]n1

HCID86705116

未命名化合物

PRODUCTS

产物

反应SMILES：CC(=O)c1cc(C(=O)NN(Cc2ccc(-c3cc(Cl)ccc3F)cc2)C[C@@H](OC(=O)CC(C)C)C(=O)O)[nH]n1

HCID86705120

未命名化合物

收率 50.1%

PROCEDURE

实验过程

Isovaleryl chloride (51.4 μL, 421.2 μmol) and (R)-3-[N′-(5-acetyl-2H-pyrazole-3-carbonyl)-N-(5′-chloro-2′-fluorobiphenyl-4-ylmethyl)hydrazino]-2-hydroxypropionic acid (20.0 mg, 42.1 μmol) were combined in THF (205 μL, 2.5 mmol), and stirred overnight at room temperature. The solvent was evaporated and the residue was purified (reverse phase HPLC column) to yield the title compound (11.8 mg) as a TFA salt. MS m/z [M+H]+ calc'd for C27H28ClFN4O6, 559.17. found 559.1.

WORKUP

后处理

customThe solvent was evaporated
customthe residue was purified (reverse phase HPLC column)

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-992d504909e9414f86db29e26f33262d
来源数据集: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
专利号: US08871792B2
来源说明: uspto-grants-2014_10

反应SMILES

[C:1](Cl)(=[O:6])[CH2:2][CH:3]([CH3:5])[CH3:4].[C:8]([C:11]1[CH:12]=[C:13]([C:16]([NH:18][N:19]([CH2:35][C@@H:36]([OH:40])[C:37]([OH:39])=[O:38])[CH2:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:28]=3[F:34])=[CH:23][CH:22]=2)=[O:17])[NH:14][N:15]=1)(=[O:10])[CH3:9].C1COCC1>>[C:8]([C:11]1[CH:12]=[C:13]([C:16]([NH:18][N:19]([CH2:35][C@@H:36]([O:40][C:1](=[O:6])[CH2:2][CH:3]([CH3:5])[CH3:4])[C:37]([OH:39])=[O:38])[CH2:20][C:21]2[CH:26]=[CH:25][C:24]([C:27]3[CH:32]=[C:31]([Cl:33])[CH:30]=[CH:29][C:28]=3[F:34])=[CH:23][CH:22]=2)=[O:17])[NH:14][N:15]=1)(=[O:10])[CH3:9]