Triethylamine → HCID 56949205, 화합물

HRID 333967

반응식

HRID 333967 반응식
[C:1]([OH:10])(=O)/[CH:2]=[CH:3]/[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C(Cl)(=O)C(Cl)=O.[CH3:17][C:18]1[CH:27]=[C:26]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=1.C(N(CC)CC)C>ClCCl.CN(C=O)C>[CH3:17][C:18]1[CH:27]=[C:26]([N:28]2[CH2:33][CH2:32][N:31]([C:1](=[O:10])/[CH:2]=[CH:3]/[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH2:30][CH2:29]2)[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 7023182-Methyl-4-(piperazin-1-yl)quinolineHCID 5282714trans-2-Octenoic acid

생성물 1

HCID 56949205HCID 56949205, 화합물수율 77%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매4회

실험 절차

(E)-Oct-2-enoic acid (71.1 mg, 0.5 mmol) was dissolved in dichloromethane (1 ml) and a 2M solution of oxalyl chloride in dichloromethane was added (0.3 ml, 0.6 mmol). The solution was stirred at room temperature for one hour after which a drop of DMF was added. Stirring was continued for another hour, the mixture was evaporated to dryness under reduced pressure. The residue was dissolved in dichloromethane (1 ml), the resulting solution was added to a solution of 2-methyl-4-piperazin-1-yl-quinoline (103 mg, 0.45 mmol) and triethylamine (90 μl, 0.64 mmol) in dichloromethane (1 ml). The resulting mixture was stirred at room temperature overnight, diluted with dichloromethane (1 ml), washed with water and 2M NaOH (2 ml each) and evaporated to dryness under reduced pressure. The residue was purified by preparative HPLC (gradient of water containing 0.1% ammonia and acetonitrile) to yield 121.3 mg of a solid (0.34 mmol, 77%).

후처리

  1. additionwas added
  2. waitwas continued for another hour
  3. customthe mixture was evaporated to dryness under reduced pressure
  4. dissolutionThe residue was dissolved in dichloromethane (1 ml)
  5. stirringThe resulting mixture was stirred at room temperature overnight
  6. washwashed with water and 2M NaOH (2 ml each)
  7. customevaporated to dryness under reduced pressure
  8. customThe residue was purified by preparative HPLC (gradient of water containing 0.1% ammonia and acetonitrile)

출처 및 근거

ORD 기록
ord-1305db22f8584012a435e8e4486283d0
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883791B2

연결된 노트

불러오는 중…