Triethylamine → HCID 178514519, 화합물

HRID 626741노트

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HRID 626741 반응식
[N:1]([C:4]1[C:9]([F:10])=[CH:8][N:7]=[CH:6][C:5]=1[CH:11]=O)=[N+:2]=[N-:3].[Cl:13][C:14]1[CH:19]=[C:18]([F:20])[CH:17]=[C:16]([Cl:21])[C:15]=1[NH2:22].C(N(CC)CC)C>C(Cl)Cl.[Ti](Cl)(Cl)(Cl)Cl>[N:1]([C:4]1[C:9]([F:10])=[CH:8][N:7]=[CH:6][C:5]=1/[CH:11]=[N:22]/[C:15]1[C:14]([Cl:13])=[CH:19][C:18]([F:20])=[CH:17][C:16]=1[Cl:21])=[N+:2]=[N-:3]

참가 물질

6

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HCID 8471TriethylamineHCID 27740082,6-Dichloro-4-fluoroanilineHCID 866970534-Azido-5-fluoropyridine-3-carbaldehyde

생성물 1

HCID 178514519HCID 178514519, 화합물

시약·촉매·용매 2

HCID 24193Titanium Tetrachloride촉매HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

To a cooled (0° C.) solution of 4-azido-5-fluoro-pyridine-3-carbaldehyde (2.44 g, 14.7 mmol), 2,6-dichloro-4-fluorophenylamine (2.65 g, 14.7 mmol) and triethylamine (6.1 mL, 44 mmol) in DCM (50 mL) was added titanium tetrachloride (1M in DCM, 8.8 mL, 8.8 mmol) dropwise. The reaction mixture was stirred at 0° C. for 1 hour, warmed to room temperature, and stirred for a further 4 hours. The mixture was concentrated under reduced pressure. The residue was dissolved in toluene and filtered through Celite®. The filtrate was concentrated under to dryness under reduced pressure to afford the title compound that was used without further purification.

후처리

  1. temperaturewarmed to room temperature
  2. stirringstirred for a further 4 hours
  3. concentrationThe mixture was concentrated under reduced pressure
  4. dissolutionThe residue was dissolved in toluene
  5. filtrationfiltered through Celite®
  6. concentrationThe filtrate was concentrated under to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-da6f08ddb3384eeab3f246e0db6b358c
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09309240B2

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