Sodium hydride → HCID 17959426, 화합물

HRID 28455

반응식

HRID 28455 반응식
[H-].[Na+].[NH2:3][C:4]1[C:9]([Cl:10])=[CH:8][N:7]=[CH:6][C:5]=1[Cl:11].[CH3:12][O:13][C:14]1[CH:15]=[C:16]([CH:32]=[CH:33][CH:34]=1)[CH2:17][N:18]1[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][N:25]=2)[C:20]([C:27](=[O:31])[C:28](Cl)=[O:29])=[CH:19]1>C1COCC1>[Cl:11][C:5]1[CH:6]=[N:7][CH:8]=[C:9]([Cl:10])[C:4]=1[NH:3][C:28](=[O:29])[C:27]([C:20]1[C:21]2[C:26](=[N:25][CH:24]=[CH:23][CH:22]=2)[N:18]([CH2:17][C:16]2[CH:32]=[CH:33][CH:34]=[C:14]([O:13][CH3:12])[CH:15]=2)[CH:19]=1)=[O:31]

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 898884-Amino-3,5-dichloropyridineHCID 179594641h-Pyrrolo[2,3-b]pyridine-3-acetyl chloride,1-[(3-methoxyphenyl)methyl]-a-oxo-

생성물 1

HCID 17959426HCID 17959426, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a suspension of 2 g of sodium hydride in 20 mL of THF, 2.4 g of 4-amino-3,5-dichloropyridine (15 mmoles) in 30 mL of THF are added dropwise at −5° C. The mixture is then kept for one hour at 20° C. with stirring. Subsequently, the previously prepared suspension of 1-(3-methoxybenzyl)-7-azaindole-3-yl-glyoxylic acid chloride is added dropwise at about 0° C. Finally, the reaction mixture is refluxed for 4 hours, after which the solvent is removed under vacuum. The residue is stirred with 50 mL of ethyl acetate and 50 mL of water. The phases are separated and the organic phase is washed with water. The solvent is distilled off under vacuum and the residue recrystallized from ispropanol.

후처리

  1. additionare added dropwise at −5° C
  2. additionis added dropwise at about 0° C
  3. temperatureFinally, the reaction mixture is refluxed for 4 hours
  4. customafter which the solvent is removed under vacuum
  5. stirringThe residue is stirred with 50 mL of ethyl acetate and 50 mL of water
  6. customThe phases are separated
  7. washthe organic phase is washed with water
  8. distillationThe solvent is distilled off under vacuum
  9. customthe residue recrystallized from ispropanol

출처 및 근거

ORD 기록
ord-5133f27b413943509b07aa12648a22b3
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07419987B2

연결된 노트

불러오는 중…