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Diisopropylethylamine → Ethyl {4-[5-({2-[(5-cyanopyridin-2-yl)amino]ethyl}amino)-7-(2,4-dichlorophenyl)[1,2,4]-triazolo[1,5-c]pyrimidin-2-yl]piperidin-1-yl}acetate

HRID 2088689
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HRID 2088689 반응식
[CH2:1]([O:3][C:4](=[O:30])[CH2:5][N:6]1[CH2:11][CH2:10][CH:9]([C:12]2[N:20]=[C:19]3[N:14]([C:15](Cl)=[N:16][C:17]([C:21]4[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=4[Cl:28])=[CH:18]3)[N:13]=2)[CH2:8][CH2:7]1)[CH3:2].Cl.Cl.[NH2:33][CH2:34][CH2:35][NH:36][C:37]1[CH:44]=[CH:43][C:40]([C:41]#[N:42])=[CH:39][N:38]=1.C(N(CC)C(C)C)(C)C>CS(C)=O>[CH2:1]([O:3][C:4](=[O:30])[CH2:5][N:6]1[CH2:7][CH2:8][CH:9]([C:12]2[N:20]=[C:19]3[N:14]([C:15]([NH:33][CH2:34][CH2:35][NH:36][C:37]4[CH:44]=[CH:43][C:40]([C:41]#[N:42])=[CH:39][N:38]=4)=[N:16][C:17]([C:21]4[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=4[Cl:28])=[CH:18]3)[N:13]=2)[CH2:10][CH2:11]1)[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 58305987HCID 58305987, 화합물HCID 669113296-[(2-Aminoethyl)amino]nicotinonitrile dihydrochloride

생성물 1

HCID 70252366Ethyl {4-[5-({2-[(5-cyanopyridin-2-yl)amino]ethyl}amino)-7-(2,4-dichlorophenyl)[1,2,4]-triazolo[1,5-c]pyrimidin-2-yl]piperidin-1-yl}acetate

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide
용매

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온도
130 °C

실험 절차

120 mg (0.23 mmol) of ethyl{4-[5-chloro-7-(2,4-dichlorophenyl)[1,2,4]triazolo[1,5-c]pyrimidin-2-yl]piperidin-1-yl}acetate (Example 55A), 54.9 mg (0.28 mmol) of 6-[(2-aminoethyl)amino]-pyridine-3-carbonitrile dihydrochloride (Example 2A) and 0.24 ml (1.38 mmol) of N,N-diisopropylethylamine were initially charged in 2.33 ml of DMSO. The mixture was heated in the microwave at 130° C. for 30 min. This gave, after purification of the crude product by preparative HPLC (Method 11), 113 mg (77% of theory) of the product as a solid.

후처리

  1. customThis gave, after purification of the crude product by preparative HPLC (Method 11), 113 mg (77% of theory) of the product as a solid

출처 및 근거

ORD 기록
ord-b5925aaa75384a49ad817f9bb1110ef3
출처 데이터셋
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08436003B2

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