HRID1184911

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8471

Triethylamine

C6H15N

HCID11198

Ethylamine hydrochloride

C2H8ClN

结构：CNc1cnc2cc(C(=O)Nc3cc(NC(=O)c4cccc(C(C)(C)C#N)c4)ccc3C)sc2n1

HCID67125590

未命名化合物

结构：Cc1ccc(NC(=O)c2cccc(C(C)(C)C#N)c2)cc1NC(=O)c1cc2ncc(Cl)nc2s1

HCID86680180

未命名化合物

PRODUCTS

生成物

结构：CCNc1cnc2cc(C(=O)Nc3cc(NC(=O)c4cccc(C(C)(C)C#N)c4)ccc3C)sc2n1

HCID67125595

未命名化合物

收率 12%

PROCEDURE

实验过程

Preparation analogous to 96a by using 3-chloro-N-(5-(3-(2-cyanopropan-2-yl)benzamido)-2-methylphenyl)thieno[2,3-b]pyrazine-6-carboxamide 95 (0.049 mmol, 24 mg), ethylamine hydrochloride (1.22 mmol, 100 mg) and triethylamine (1.71 mmol, 239 μL) to give N-(5-(3-(2-cyanopropan-2-yl)benzamido)-2-methylphenyl)-3-(ethylamino)thieno[2,3-b]pyrazine-6-carboxamide 96i (3 mg, 12%). NMR (400 MHz, DMSO-d6) 1.21 (t, J=7.0 Hz, 3H), 1.76 (s, 6H), 2.25 (s, 3H), 3.37 (m, 2H), 7.28 (d, J=8.2 Hz, 1H), 7.61 (m, 2H), 7.75 (d, J=8.2 Hz, 1H), 7.83 (m, 2H), 7.95 (d, J=7.8 Hz, 1H), 8.05 (s, 1H), 8.10 (s, 1H), 8.24 (s, 1H), 10.08 (s, 1H), 10.33 (s, 1H). (m/z)=500 (M+H)+.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-b35cb10213324a3f9bf669d0a66a2439
来源数据集: uspto-grants-2014_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08669256B2
来源说明: uspto-grants-2014_03

反应 SMILES

[C:1]([C:3]([C:6]1[CH:7]=[C:8]([CH:33]=[CH:34][CH:35]=1)[C:9]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([CH3:32])=[C:16]([NH:18][C:19]([C:21]2[S:31][C:24]3=[N:25][C:26]([NH:29][CH3:30])=[CH:27][N:28]=[C:23]3[CH:22]=2)=[O:20])[CH:17]=1)=[O:10])([CH3:5])[CH3:4])#[N:2].Cl[C:37]1N=C2SC(C(NC3C=C(NC(=O)C4C=CC=C(C(C#N)(C)C)C=4)C=CC=3C)=O)=CC2=NC=1.Cl.C(N)C.C(N(CC)CC)C>>[C:1]([C:3]([C:6]1[CH:7]=[C:8]([CH:33]=[CH:34][CH:35]=1)[C:9]([NH:11][C:12]1[CH:13]=[CH:14][C:15]([CH3:32])=[C:16]([NH:18][C:19]([C:21]2[S:31][C:24]3=[N:25][C:26]([NH:29][CH2:30][CH3:37])=[CH:27][N:28]=[C:23]3[CH:22]=2)=[O:20])[CH:17]=1)=[O:10])([CH3:5])[CH3:4])#[N:2]