Semicarbazide hydrochloride → [(E)-1-[3-[(4,6-difluoro-1-methylindazol-5-yl)methyl]imidazo[1,2-b]pyridazin-6-yl]ethylideneamino]urea

HRID 456096노트

반응식

HRID 456096 반응식
[F:1][C:2]1[C:10]([CH2:11][C:12]2[N:16]3[N:17]=[C:18]([C:21](=O)[CH3:22])[CH:19]=[CH:20][C:15]3=[N:14][CH:13]=2)=[C:9]([F:24])[CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][N:6]2[CH3:25].Cl.[NH:27]([C:29]([NH2:31])=[O:30])[NH2:28]>CO>[F:1][C:2]1[C:10]([CH2:11][C:12]2[N:16]3[N:17]=[C:18](/[C:21](=[N:28]/[NH:27][C:29]([NH2:31])=[O:30])/[CH3:22])[CH:19]=[CH:20][C:15]3=[N:14][CH:13]=2)=[C:9]([F:24])[CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][N:6]2[CH3:25]

참가 물질

4

반응물 2

HCID 11236Semicarbazide hydrochlorideHCID 581904931-(3-((4,6-Difluoro-1-methyl-1H-indazol-5-yl)methyl)imidazo[1,2-b]pyridazin-6-yl)ethanone

생성물 1

HCID 71699894[(E)-1-[3-[(4,6-difluoro-1-methylindazol-5-yl)methyl]imidazo[1,2-b]pyridazin-6-yl]ethylideneamino]urea수율 62.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 1-(3-((4,6-difluoro-1-methyl-1H-indazol-5-yl)methyl)imidazo[1,2-b]pyridazin-6-yl)ethanone (45 mg, 0.099 mmol, 75% pure) and hydrazinecarboxamide hydrochloride (22 mg, 0.198 mmol) in 10 mL MeOH was stirred at room temperature overnight. Solvent was evaporated and the residue was dissolved in a small amount of MeOH. Precipitates formed and was filtered to give the title compound as a white solid (25 mg, 0.062 mmol). 1H-NMR (400 MHz, DMSO-d6) δ ppm 9.95 (s, 1H), 8.62 (d, 1H), 8.20 (s, 1H), 8.17 (s, 1H), 8.0 (s, 1H), 7.54 (d, 1H), 6.85 (broad, 2H), 4.48 (s, 2H), 4.0 (s, 3H), 2.3 (s, 3H). LCMS (method B): [MH]+=398.9, tR=2.17 min.

후처리

  1. customSolvent was evaporated
  2. dissolutionthe residue was dissolved in a small amount of MeOH
  3. customPrecipitates
  4. customformed
  5. filtrationwas filtered

출처 및 근거

ORD 기록
ord-cf37acb6a29f46d294fe5ecbacb8a732
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08497368B2

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