4-[5-methyl-7-(3-nitro-phenyl)-benzo[1,2,4]triazin-3-yl amino]-N-(2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide → HCID 44425267, 화합물

HRID 449225

반응식

HRID 449225 반응식
[CH3:1][C:2]1[C:7]2[N:8]=[C:9]([NH:12][C:13]3[CH:18]=[CH:17][C:16]([S:19]([NH:22][CH2:23][CH2:24][N:25]4[CH2:29][CH2:28][CH2:27][CH2:26]4)(=[O:21])=[O:20])=[CH:15][CH:14]=3)[N:10]=[N:11][C:6]=2[CH:5]=[C:4]([C:30]2[CH:35]=[CH:34][CH:33]=[C:32]([N+:36]([O-])=O)[CH:31]=2)[CH:3]=1>[Pd]>[NH2:36][C:32]1[CH:31]=[C:30]([C:4]2[CH:3]=[C:2]([CH3:1])[C:7]3[N:8]=[C:9]([NH:12][C:13]4[CH:14]=[CH:15][C:16]([S:19]([NH:22][CH2:23][CH2:24][N:25]5[CH2:26][CH2:27][CH2:28][CH2:29]5)(=[O:20])=[O:21])=[CH:17][CH:18]=4)[N:10]=[N:11][C:6]=3[CH:5]=2)[CH:35]=[CH:34][CH:33]=1

참가 물질

3

반응물 1

HCID 598376844-[5-methyl-7-(3-nitro-phenyl)-benzo[1,2,4]triazin-3-yl amino]-N-(2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide

생성물 1

HCID 44425267HCID 44425267, 화합물수율 99.3%

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

4-[5-methyl-7-(3-nitro-phenyl)-benzo[1,2,4]triazin-3-ylamino]-N-(2-pyrrolidin-1-yl-ethyl)-benzenesulfonamide (0.16 g, 0.3 mmol, 1 equiv) was combined with 10% palladium on carbon (0.135 g) and flushed with argon. The reactants were then diluted with methanol (15 mL), and the reaction atmosphere was evacuated and replaced with hydrogen. A hydrogen balloon was affixed and the reaction was allowed to stir for 3 hours. Argon was then bubbled through the reaction mixture and the contents were filtered though a pad of Celite. The solvents were evaporated to provide the product as an orange solid (0.15 g, 98% yield). MS (ESI+): m/z=504.6, LC retention time: 1.84 min. 1H NMR (DMSO-d6): δ 1.64 (bs, 4H), 2.72 (s, 3H), 2.87 (bs, 2H), 5.26 (s, 2H), 6.65 (d, J=7.8 Hz, 1H), 7.00 (d, J=8.1 Hz, 1H), 7.05 (m, 1H), 7.18 (t, J=7.8 Hz, 1H), 7.83 (d, J=8.8 Hz, 2H), 8.12 (s, 1H), 8.21 (d, J=8.8 Hz, 2H), 8.27 (d, J=1.7 Hz, 1H), 11.44 (s, 1H).

후처리

  1. customflushed with argon
  2. additionThe reactants were then diluted with methanol (15 mL)
  3. customthe reaction atmosphere
  4. customwas evacuated
  5. customArgon was then bubbled through the reaction mixture
  6. filtrationthe contents were filtered though a pad of Celite
  7. customThe solvents were evaporated

출처 및 근거

ORD 기록
ord-c694c42999ba4845a0664c8ea788319c
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481536B2

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