HRID63681

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8868

Ethyl acetoacetate

C6H10O3

HCID145024

2-Chloro-4-fluorobenzaldehyde

C7H4ClFO

HCID588088

3,4-Difluorobenzaldehyde

C7H4F2O

HCID1501894

(S)-morpholine-3-carboxylic acid

C5H9NO3

HCID10953443

1-Methyl-1H-imidazole-2-carbonitrile

C5H5N3

HCID15111480

1,3-Thiazole-2-carbonitrile

C4H2N2S

HCID15216102

4,4-Difluoroproline

C5H7F2NO2

PRODUCTS

生成物

结构：CCOC(=O)C1=C(CN2CCOC[C@H]2C(=O)O)NC(c2nccn2C)=N[C@H]1c1ccc(F)c(F)c1

HCID73331546

未命名化合物

PROCEDURE

实验过程

The title compound was prepared in analogy to Example 2 with Procedure A shown in Scheme 4 by using ethyl acetoacetate, 3,4-difluoro-benzaldehyde, 1-methyl-1H-imidazole-2-carbonitrile and (S)-morpholine-3-carboxylic acid instead of methyl acetoacetate, 2-chloro-4-fluoro-benzaldehyde, thiazole-2-carbonitrile and (S)-4,4-difluoro-pyrrolidine-2-carboxylic acid. The stereochemistry of Example 57 was determined by comparing its 1H NMR data and HPLC retention time with Example 2.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-e7c720d81ea8400086bde779fdcdb706
来源数据集: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US09447086B2
来源说明: uspto-grants-2016_09

反应 SMILES

[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=O.[F:10][C:11]1[CH:12]=[C:13]([CH:16]=[CH:17][C:18]=1[F:19])[CH:14]=O.[CH3:20][N:21]1[CH:25]=[CH:24][N:23]=[C:22]1[C:26]#[N:27].[NH:28]1[CH2:33][CH2:32][O:31][CH2:30][C@H:29]1[C:34]([OH:36])=[O:35].ClC1C=C(F)C=CC=1C=O.S1C=C[N:49]=C1C#N.FC1(F)CN[C@H](C(O)=O)C1>>[F:10][C:11]1[CH:12]=[C:13]([C@@H:14]2[N:49]=[C:26]([C:22]3[N:21]([CH3:20])[CH:25]=[CH:24][N:23]=3)[NH:27][C:3]([CH2:5][N:28]3[CH2:33][CH2:32][O:31][CH2:30][C@H:29]3[C:34]([OH:36])=[O:35])=[C:2]2[C:1]([O:7][CH2:8][CH3:9])=[O:6])[CH:16]=[CH:17][C:18]=1[F:19]