(6-Methylpyridin-2-yl)thiourea → N-(6-methylpyridin-2-yl)-5,6-dihydro-4H-thiazolo[4,5-e]indazol-2-amine

HRID 2366497ノート

反応式

HRID 2366497 の反応式
Br[CH:2]1[CH2:10][CH2:9][C:8]2[N:7](S(C3C=CC(C)=CC=3)(=O)=O)[N:6]=[CH:5][C:4]=2[C:3]1=O.[CH3:22][C:23]1[N:28]=[C:27]([NH:29][C:30]([NH2:32])=[S:31])[CH:26]=[CH:25][CH:24]=1>CCO.Cl>[CH3:22][C:23]1[N:28]=[C:27]([NH:29][C:30]2[S:31][C:2]3[CH2:10][CH2:9][C:8]4[NH:7][N:6]=[CH:5][C:4]=4[C:3]=3[N:32]=2)[CH:26]=[CH:25][CH:24]=1

参加物

5

反応物 2

HCID 685983(6-Methylpyridin-2-yl)thioureaHCID 674593295-bromo-1-tosyl-6,7-dihydro-1H-indazol-4(5H)-one

生成物 1

HCID 46836497N-(6-methylpyridin-2-yl)-5,6-dihydro-4H-thiazolo[4,5-e]indazol-2-amine収率 87%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒

実験手順

According to Scheme 3 Step 4: A solution of 5-bromo-1-tosyl-6,7-dihydro-1H-indazol-4(5H)-one (0.90 mmol, 331 mg) and of 1-(6-methylpyridin-2-yl)thiourea (0.90 mmol, 150 mg) in EtOH (10 mL) and HCl (35%, 1 mL) was stirred at 80° C. for 5 hours. The reaction was quenched with the addition of a saturated solution of NaHCO3 at room temperature until pH=8. The aqueous phase was extracted with DCM. The organic phase was dried over Na2SO4 and concentrated. The crude residue was washed with Et2O and dried to yield N-(6-methylpyridin-2-yl)-5,6-dihydro-4H-thiazolo[4,5-e]indazol-2-amine (0.78 mmol, 220 mg, 87%) as a white solid.

後処理

  1. customThe reaction was quenched with the addition of a saturated solution of NaHCO3 at room temperature until pH=8
  2. extractionThe aqueous phase was extracted with DCM
  3. dry with materialThe organic phase was dried over Na2SO4
  4. concentrationconcentrated
  5. washThe crude residue was washed with Et2O
  6. customdried

出典と根拠

ORDレコード
ord-d25b034159644174bbb31df687b8094b
出典データセット
uspto-grants-2014_04
特許番号
US08697744B2

反応ノート

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