HRID1161276

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID81531

Diisopropylethylamine

C8H19N

HCID2737593

4-Fluoro-3-(trifluoromethyl)phenylacetic acid

C9H6F4O2

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

结构：CC(=O)OC[C@@H](C)n1ccc2c(N)c(Cl)ccc2c1=O

HCID59515650

未命名化合物

PRODUCTS

生成物

结构：CC(=O)OC[C@@H](C)n1ccc2c(NC(=O)Cc3ccc(F)c(C(F)(F)F)c3)c(Cl)ccc2c1=O

HCID59515708

未命名化合物

CONDITIONS

反应条件

温度: 50 °C

PROCEDURE

实验过程

A reaction vial was charged with (R)-2-(5-amino-6-chloro-1-oxoisoquinolin-2(1H)-yl)propyl acetate (210 mg, 0.00071 mol), 2-(4-fluoro-3-(trifluoromethyl)phenyl)acetic acid (300 mg, 0.001 mol), N,N,N′,N′-tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (600 mg, 0.002 mol), N,N-diisopropylethylamine (600 μL, 0.003 mol) and the reaction was stirred at 50° C. for 5 days. At this point, the reaction was only 50% complete. The solvent was removed and the residue purified by flash chromatography to obtain the product as a light yellow oil. MS m/z=499.3 (M+H).

WORKUP

后处理

customA reaction
customThe solvent was removed
customthe residue purified by flash chromatography

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-e339b131341d4b7fa63f17a10b2cf2ac
来源数据集: uspto-grants-2010_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07816371B2
来源说明: uspto-grants-2010_10

反应 SMILES

[C:1]([O:4][CH2:5][C@H:6]([N:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([Cl:19])[C:14]=2[NH2:18])[C:9]1=[O:20])[CH3:7])(=[O:3])[CH3:2].[F:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29](O)=[O:30])=[CH:24][C:23]=1[C:32]([F:35])([F:34])[F:33].F[P-](F)(F)(F)(F)F.C[N+](C)=C(N(C)C)ON1C2N=CC=CC=2N=N1.C(N(CC)C(C)C)(C)C>>[C:1]([O:4][CH2:5][C@H:6]([N:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[C:13]([Cl:19])[C:14]=2[NH:18][C:29](=[O:30])[CH2:28][C:25]2[CH:26]=[CH:27][C:22]([F:21])=[C:23]([C:32]([F:33])([F:35])[F:34])[CH:24]=2)[C:9]1=[O:20])[CH3:7])(=[O:3])[CH3:2]