Triethylamine → HCID 59564624, 화합물

HRID 2096259노트

반응식

HRID 2096259 반응식
[Br:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.[N:18]1([CH2:27][C:28](O)=[O:29])[C:22]2=[N:23][CH:24]=[CH:25][CH:26]=[C:21]2[CH:20]=[CH:19]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(CC)CC)C>ClCCl.O>[Br:1][C:2]1[CH:7]=[C:6]([C:8]([F:9])([F:10])[F:11])[CH:5]=[CH:4][C:3]=1[N:12]1[CH2:17][CH2:16][N:15]([C:28](=[O:29])[CH2:27][N:18]2[C:22]3=[N:23][CH:24]=[CH:25][CH:26]=[C:21]3[CH:20]=[CH:19]2)[CH2:14][CH2:13]1

참가 물질

7

반응물 4

HCID 8471TriethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 22139374(1H-Pyrrolo[2,3-b]pyridin-1-yl)acetic acidHCID 595644911-(2-Bromo-4-(trifluoromethyl)phenyl)piperazine

생성물 1

HCID 59564624HCID 59564624, 화합물수율 79%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

1-(2-Bromo-4-trifluoromethyl-phenyl)-piperazine (225 mg, 0.73 mmol), pyrrolo[2,3-b]pyridin-1-yl-acetic acid (154 mg, 0.87 mmol), TBTU (304 mg, 0.95 mmol) and triethylamine (304 μl, 2.18 mmol) are combined in dichloromethane (3 mL). The resulting reaction is allowed to stir at ambient temperature for 2 h. Water is added and the mixture is extracted with EtOAc. The organic layer is washed with water, brine, dried (Na2SO4) and concentrated. The crude product is purified using biotage chromatography eluting with 0-50% EtOAc/hexane. Removal of the solvent provides 1-[4-(2-bromo-4-trifluoromethyl-phenyl)-piperazin-1-yl]-2-pyrrolo[2,3-b]pyridin-1-yl-ethanone as a colorless foam (268 mg, 79%).

후처리

  1. customThe resulting reaction
  2. extractionthe mixture is extracted with EtOAc
  3. washThe organic layer is washed with water, brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated
  6. customThe crude product is purified
  7. washeluting with 0-50% EtOAc/hexane
  8. customRemoval of the solvent

출처 및 근거

ORD 기록
ord-957a2c0af2d342ac8445f7d91e9ff6b9
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08450317B2

반응 노트

불러오는 중…