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Triethylamine → HCID 22346273, 화합물

HRID 897293
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HRID 897293 반응식
Br[C:2]1[N:11]=[C:10]([C:12]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([O:22][CH3:23])[C:17]=2[O:24][CH3:25])=[O:13])[C:9]([OH:26])=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[CH3:27][N:28]([CH3:36])[C:29]1[CH:34]=[CH:33][C:32]([SH:35])=[CH:31][CH:30]=1.C(N(CC)CC)C>>[CH3:25][O:24][C:17]1[C:18]([O:22][CH3:23])=[CH:19][CH:20]=[CH:21][C:16]=1[CH2:15][NH:14][C:12]([C:10]1[C:9]([OH:26])=[C:8]2[C:3]([CH:4]=[CH:5][CH:6]=[N:7]2)=[C:2]([S:35][C:32]2[CH:33]=[CH:34][C:29]([N:28]([CH3:36])[CH3:27])=[CH:30][CH:31]=2)[N:11]=1)=[O:13]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 3

HCID 8471TriethylamineHCID 210614-(Dimethylamino)benzene-1-thiolHCID 223463785-bromo-N-(2,3-dimethoxybenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide

생성물 1

HCID 22346273HCID 22346273, 화합물

반응 조건

온도
135 °C

실험 절차

Into a pressure reactor was placed 5-bromo-N-(2,3-dimethoxybenzyl)-8-hydroxy-1,6-naphthyridine-7-carboxamide (0.1 g, 0.24 mmol), 4-(dimethylamino)benzenethiol (0.147 g, 0.96 mmol) and triethylamine (0.363 g, 0.5 mL, 3.59 mmol). The vessel was purged with nitrogen gas, sealed and heated to 135° C. for 18 hours, after which time it was cooled and the excess triethylamine removed in vacuo. The residue was partitioned between EtOAc/water and extracted. The combined organic extracts were washed with brine, dried over Na2SO4, filtered and the solvent removed. The resulting glass was triturated with diethyl ether and filtered to yield N-(2,3-dimethoxybenzyl)-5-{[4-(dimethylamino)phenyl]thio}-8-hydroxy-1,6-naphthyridine-7-carboxamide as a solid.

후처리

  1. customInto a pressure reactor was placed
  2. customThe vessel was purged with nitrogen gas
  3. customsealed
  4. temperatureafter which time it was cooled
  5. customthe excess triethylamine removed in vacuo
  6. customThe residue was partitioned between EtOAc/water
  7. extractionextracted
  8. washThe combined organic extracts were washed with brine
  9. dry with materialdried over Na2SO4
  10. filtrationfiltered
  11. customthe solvent removed
  12. customThe resulting glass was triturated with diethyl ether
  13. filtrationfiltered

출처 및 근거

ORD 기록
ord-fbb0488ce22f461d9ad2813292d40651
출처 데이터셋
uspto-grants-2005_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06921759B2

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