HRID417888

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8471

Triethylamine

C6H15N

HCID2724611

3,3,3-Trifluoro-2-methoxy-2-phenylpropanoyl chloride

C10H8ClF3O2

HCID21226138

未命名化合物

结构：COc1c(C)cnc(Cn2cc(C#C[C@@](C)(O)CO)c3c(Cl)nc(N)nc32)c1C

HCID57713869

未命名化合物

PRODUCTS

生成物

结构：COc1c(C)cnc(Cn2cc(C#C[C@@](C)(O)COC(=O)[C@](OC)(c3ccccc3)C(F)(F)F)c3c(Cl)nc(N)nc32)c1C

HCID57713830

(R)-((R)-4-(2-amino-4-chloro-7-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-2-hydroxy-2-methylbut-3-ynyl) 3,3,3-trifluoro-2-methoxy-2-phenylpropanoate

C30H29ClF3N5O5

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID8028

Tetrahydrofuran

C4H8O

CONDITIONS

反应条件

温度: 40 °C

PROCEDURE

实验过程

A mixture of (R)-4-(2-amino-4-chloro-7-((4-methoxy-3,5-dimethylpyridin-2-yl)methyl)-7H-pyrrolo [2,3-d]pyrimidin-5-yl)-2-methylbut-3-yne-1,2′-diol (see example 53) (22 mg), (S)-(+)-α-methoxy-alpha-(trifluoromethyl)phenylacetyl chloride (45 μL), and Et3N (50 μL) in THF (3.0 mL) was heated to 40° C. overnight. Preparative TLC (EtOAc/DCM 25:65) gave the title compound, as a solid. HPLC Rt=6.44 min.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-276eddd7f2d549578065f6c33b215ee1
来源数据集: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08093229B2
来源说明: uspto-grants-2012_01

反应 SMILES

[NH2:1][C:2]1[N:3]=[C:4]([Cl:29])[C:5]2[C:10]([C:11]#[C:12][C@@:13]([CH3:17])([OH:16])[CH2:14][OH:15])=[CH:9][N:8]([CH2:18][C:19]3[C:24]([CH3:25])=[C:23]([O:26][CH3:27])[C:22]([CH3:28])=[CH:21][N:20]=3)[C:6]=2[N:7]=1.[CH3:30][O:31][C@@:32]([C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)([C:36]([F:39])([F:38])[F:37])[C:33](Cl)=[O:34].CCN(CC)CC.CCOC(C)=O.C(Cl)Cl>C1COCC1>[F:37][C:36]([F:38])([F:39])[C@@:32]([O:31][CH3:30])([C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1)[C:33]([O:15][CH2:14][C@@:13]([OH:16])([CH3:17])[C:12]#[C:11][C:10]1[C:5]2[C:4]([Cl:29])=[N:3][C:2]([NH2:1])=[N:7][C:6]=2[N:8]([CH2:18][C:19]2[C:24]([CH3:25])=[C:23]([O:26][CH3:27])[C:22]([CH3:28])=[CH:21][N:20]=2)[CH:9]=1)=[O:34]