홈MCP워크벤치Skills
홈워크벤치알림마이페이지
llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
  1. 홈
  2. /반응

Triethylamine → 2-Bromo-N-[4-methoxy-3-(4-methyl-1-piperazinyl)phenyl]-3-methoxythiophene-4-carboxamide

HRID 355736
노트
인쇄 미리보기

반응식

HRID 355736 반응식
[Br:1][C:2]1[S:3][CH:4]=[C:5]([C:9]([OH:11])=O)[C:6]=1[O:7][CH3:8].C(N(CC)CC)C.[CH3:19][O:20][C:21]1[CH:26]=[CH:25][C:24]([NH2:27])=[CH:23][C:22]=1[N:28]1[CH2:33][CH2:32][N:31]([CH3:34])[CH2:30][CH2:29]1>S(Cl)(Cl)=O>[Br:1][C:2]1[S:3][CH:4]=[C:5]([C:9]([NH:27][C:24]2[CH:25]=[CH:26][C:21]([O:20][CH3:19])=[C:22]([N:28]3[CH2:29][CH2:30][N:31]([CH3:34])[CH2:32][CH2:33]3)[CH:23]=2)=[O:11])[C:6]=1[O:7][CH3:8]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 27783935-Bromo-4-methoxythiophene-3-carboxylic acidHCID 103311014-Methoxy-3-(4-methylpiperazin-1-yl)aniline

생성물 1

HCID 189406682-Bromo-N-[4-methoxy-3-(4-methyl-1-piperazinyl)phenyl]-3-methoxythiophene-4-carboxamide

시약·촉매·용매 1

HCID 24386Thionyl Chloride용매

실험 절차

2-Bromo-3-methoxythiophene-4-carboxylic acid (0.429 g; 1.81 mmol) was heated at reflux in thionyl chloride (8 ml) for 1 hour, cooled, evaporated in vacuo and the residue azeotroped with toluene. The orange residue was redissolved in CH2Cl2 (5 ml) and treated with dry triethylamine (0.25 ml;1.81 mmol) and 4-methoxy-3-(4-methyl-1-piperazinyl)benzenamine (0.4 g; 1.8mmol). The solution was stirred under Ar (18 hours), evaporated in vacuo and partitioned satd. K2CO3 (aq)/EtOAc. The organic phases were combined, dried over Na2SO4, filtered and the filtrate evaporated in vacuo to a brown gum. The gum was purified by flash silica-gel chromatography and eluted with 2%MeOH/CHCl3 to yield the title compound as white powder after trituration with Et2O (0.43 g;54%), mp=120-122° C.

후처리

  1. temperaturecooled
  2. customevaporated in vacuo
  3. customthe residue azeotroped with toluene
  4. dissolutionThe orange residue was redissolved in CH2Cl2 (5 ml)
  5. customevaporated in vacuo
  6. custompartitioned
  7. dry with materialdried over Na2SO4
  8. filtrationfiltered
  9. customthe filtrate evaporated in vacuo to a brown gum
  10. customThe gum was purified by flash silica-gel chromatography
  11. washeluted with 2%MeOH/CHCl3

출처 및 근거

ORD 기록
ord-b376cf0f127e42d2ae4b06f7399101aa
출처 데이터셋
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05834471

반응 노트

불러오는 중…

이 페이지에서참가 물질실험 절차후처리출처 및 근거반응 노트