HRID1850544

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID433294

Lithium chloride

ClLi

HCID53488449

tert-Butyl 3,6-diazabicyclo[3.2.1]octane-6-carboxylate

C11H20N2O2

结构：CN(C)C(=O)c1cc2cnc(Nc3ccc(C(=O)O)cn3)nc2n1C1CCCC1

HCID58315472

未命名化合物

PRODUCTS

生成物

结构：CN(C)C(=O)c1cc2cnc(Nc3ccc(C(=O)N4CC5CC(C4)N(C(=O)OC(C)(C)C)C5)cn3)nc2n1C1CCCC1

HCID67354795

3-[6-(7-Cyclopentyl-6-dimethylcarbamoyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-pyridine-3-carbonyl]-3,6-diaza-bicyclo[3.2.1]octane-6-carboxylic acid tert-butyl ester

C31H40N8O4

收率 80%

PROCEDURE

实验过程

Following general amide formation method 1, 6-(7-Cyclopentyl-6-dimethylcarbamoyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-nicotinic acid (in a salt form with 5 eq. of LiCl) (571 mg, 0.942 mmol) was combined with tert-butyl 3,6-diazabicyclo[3.2.1]octane-6-carboxylate (200 mg, 0.942 mmol) to give 446 mg of 3-[6-(7-Cyclopentyl-6-dimethylcarbamoyl-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)-pyridine-3-carbonyl]-3,6-diaza-bicyclo[3.2.1]octane-6-carboxylic acid tert-butyl ester in 80% yield. MS (ESI) m/e (M+H+): 588.9.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b30ec97a52ce427d930fb7235956ef08
来源数据集: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08957074B2
来源说明: uspto-grants-2015_02

反应 SMILES

[CH:1]1([N:6]2[C:10]3[N:11]=[C:12]([NH:15][C:16]4[CH:24]=[CH:23][C:19]([C:20]([OH:22])=O)=[CH:18][N:17]=4)[N:13]=[CH:14][C:9]=3[CH:8]=[C:7]2[C:25](=[O:29])[N:26]([CH3:28])[CH3:27])[CH2:5][CH2:4][CH2:3][CH2:2]1.[Li+].[Cl-].[CH:32]12[CH2:46][CH:36]([N:37]([C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])[CH2:38]1)[CH2:35][NH:34][CH2:33]2>>[C:42]([O:41][C:39]([N:37]1[CH2:38][CH:32]2[CH2:46][CH:36]1[CH2:35][N:34]([C:20]([C:19]1[CH:18]=[N:17][C:16]([NH:15][C:12]3[N:13]=[CH:14][C:9]4[CH:8]=[C:7]([C:25](=[O:29])[N:26]([CH3:27])[CH3:28])[N:6]([CH:1]5[CH2:5][CH2:4][CH2:3][CH2:2]5)[C:10]=4[N:11]=3)=[CH:24][CH:23]=1)=[O:22])[CH2:33]2)=[O:40])([CH3:45])([CH3:43])[CH3:44]