HRID630513

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID3939

Lithium hydroxide anhydrous

HLiO

HCID31268

Pyrrolidine

C4H9N

HCID70297

Benzenecarboperoxoic acid, 3-chloro-

C7H5ClO3

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

HCID10351884

2-Fluoro-5-methylphenylboronic acid

C7H8BFO2

结构：COC(=O)c1ccc2c(SC)cn(-c3ncc(Br)cn3)c2c1

HCID118666039

未命名化合物

PRODUCTS

生成物

结构：Cc1ccc(F)c(-c2cnc(-n3cc(S(C)=O)c4ccc(C(=O)N5CCCC5)cc43)nc2)c1

HCID118666234

未命名化合物

PROCEDURE

实验过程

The synthesis example was prepared from methyl 1-(5-bromopyrimidin-2-yl)-3-(methylthio)-1H-indole-6-carboxylate in four chemical steps comprising a Suzuki reaction with (2-fluoro-5-methylphenyl)boronic acid, an oxidation with m-chloroperoxybenzoic acid, a hydrolysis of the methyl ester under use of lithium hydroxide and finally an amidation with HATU as coupling reagent and pyrrolidine as amine. White solid. Yield: 0.08 g

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-f64d2dcaacc344c191a72ee4dfa9485d
来源数据集: uspto-grants-2016_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09315490B2
来源说明: uspto-grants-2016_04

反应 SMILES

Br[C:2]1[CH:3]=[N:4][C:5]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:17](OC)=[O:18])[CH:15]=3)[C:10]([S:21][CH3:22])=[CH:9]2)=[N:6][CH:7]=1.[F:23][C:24]1[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][C:25]=1B(O)O.ClC1C=C(C=CC=1)C(OO)=[O:39].[OH-].[Li+].CN(C(ON1N=NC2[CH:58]=[CH:59][CH:60]=[N:61][C:56]1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.N1CCCC1>>[F:23][C:24]1[CH:29]=[CH:28][C:27]([CH3:30])=[CH:26][C:25]=1[C:2]1[CH:7]=[N:6][C:5]([N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[C:14]([C:17]([N:61]4[CH2:60][CH2:59][CH2:58][CH2:56]4)=[O:18])[CH:15]=3)[C:10]([S:21]([CH3:22])=[O:39])=[CH:9]2)=[N:4][CH:3]=1