HRID1850556

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID12430602

1-(3,8-Diazabicyclo[3.2.1]octan-8-yl)ethan-1-one

C8H14N2O

反应SMILES：CN(C)C(=O)c1cc2cnc(Nc3ccc(C(=O)O)cn3)nc2n1C1CCCC1

HCID58315472

未命名化合物

PRODUCTS

产物

反应SMILES：CC(=O)N1C2CCC1CN(C(=O)c1ccc(Nc3ncc4cc(C(=O)N(C)C)n(C5CCCC5)c4n3)nc1)C2

HCID86686633

未命名化合物

收率 62%

PROCEDURE

实验过程

The 6-(7-cyclopentyl-6-(dimethylcarbamoyl)-7H-pyrrolo[2,3-d]pyrimidin-2-ylamino)nicotinic acid was combined with 1-(3,8-diazabicyclo[3.2.1]octan-8-yl)ethanone following amide formation method 3 which gave 2-(5-(8-acetyl-3,8-diazabicyclo[3.2.1]octane-3-carbonyl)pyridin-2-ylamino)-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (43 mg, 62% yield). 1H NMR (400 MHz, MeOD) δ ppm 8.80 (s, 1H) 8.53 (d, J=8.59 Hz, 1H) 8.39 (d, J=2.02 Hz, 1H) 7.86 (dd, J=8.59, 2.02 Hz, 1H) 6.65 (s, 1H) 4.80-4.73 (m, 1H) 4.73-4.25 (m, 3H) 3.86-3.41 (m, 2H) 3.16 (s, 7H) 2.64-2.42 (m, 2H) 2.23-1.99 (m, 8H) 1.91 (br. s., 2H) 1.83-1.61 (m, 3H); HR-MS (m/z MH+) 531.28 RT 4.27 min

来源与证据

来源类型: Open Reaction Database
ORD记录: ord-7d353af7e7354ce596d72ab9330b18c4
来源数据集: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
专利号: 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.[CH:30]12[N:37]([C:38](=[O:40])[CH3:39])[CH:34]([CH2:35][CH2:36]1)[CH2:33][NH:32][CH2:31]2>>[C:38]([N:37]1[CH:34]2[CH2:35][CH2:36][CH:30]1[CH2:31][N:32]([C:20]([C:19]1[CH:23]=[CH:24][C:16]([NH:15][C:12]3[N:13]=[CH:14][C:9]4[CH:8]=[C:7]([C:25]([N:26]([CH3:27])[CH3:28])=[O:29])[N:6]([CH:1]5[CH2:5][CH2:4][CH2:3][CH2:2]5)[C:10]=4[N:11]=3)=[N:17][CH:18]=1)=[O:22])[CH2:33]2)(=[O:40])[CH3:39]