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Dimethylamine → N,N-Dimethyl-3-(5-phenyl-[1,2,4]triazolo[4,3-a]quinolin-8-ylsulfanyl)-benzamide

HRID 2075734
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HRID 2075734 반응식
[C:1]1([C:7]2[C:16]3[C:11](=[CH:12][C:13]([S:17][C:18]4[CH:19]=[C:20]([CH:24]=[CH:25][CH:26]=4)[C:21](O)=[O:22])=[CH:14][CH:15]=3)[N:10]3[CH:27]=[N:28][N:29]=[C:9]3[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(Cl)(=O)C(Cl)=O.[CH3:36][N:37](C=O)[CH3:38].CNC>C(Cl)Cl>[CH3:36][N:37]([CH3:38])[C:21](=[O:22])[C:20]1[CH:24]=[CH:25][CH:26]=[C:18]([S:17][C:13]2[CH:12]=[C:11]3[C:16]([C:7]([C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)=[CH:8][C:9]4[N:10]3[CH:27]=[N:28][N:29]=4)=[CH:15][CH:14]=2)[CH:19]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 674DimethylamineHCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 529353193-(5-Phenyl-[1,2,4]triazolo[4,3-a]quinolin-8-ylsulfanyl)-benzoic acid

생성물 1

HCID 67090957N,N-Dimethyl-3-(5-phenyl-[1,2,4]triazolo[4,3-a]quinolin-8-ylsulfanyl)-benzamide

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To 11a (219 mg, 0.67 mmol) in CH2Cl2 (30 mL) was added oxalyl chloride (0.07 mL, 0.80 mmol) and a drop of DMF. The mixture was then concentrated, and the residue was redissolved in CH2Cl2 and divided into 5 portions. To one portion, dimethylamine (2.0M, 0.3 mL, 0.54 mmol) was added, and the mixture was stirred at room temperature until no SM was observed by LCMS analysis. The reaction was concentrated and purified by preparative HPLC to give the desired product, 11b.

후처리

  1. concentrationThe mixture was then concentrated
  2. dissolutionthe residue was redissolved in CH2Cl2
  3. concentrationThe reaction was concentrated
  4. custompurified by preparative HPLC

출처 및 근거

ORD 기록
ord-75f1cc375ec847c7bd6309106f4c88ec
출처 데이터셋
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07919621B2

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