Potassium Carbonate → HCID 86683431、化合物

HRID 579456ノート

反応式

HRID 579456 の反応式
Br[C:2]1[S:3][C:4]2[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:5]=2[N:6]=1.Cl.[CH:13]([N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)([CH3:15])[CH3:14].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:13]([N:16]1[CH2:21][CH2:20][N:19]([C:2]2[S:3][C:4]3[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:5]=3[N:6]=2)[CH2:18][CH2:17]1)([CH3:15])[CH3:14]

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 161884471-Isopropyl-piperazine hydrochlorideHCID 451167822-Bromo-1,3-benzothiazol-6-ol

生成物 1

HCID 86683431HCID 86683431、化合物収率 18%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

2-Bromo-6-hydroxybenzothiazole (345 mg, 1.5 mmol), 1-isopropyl-piperazine hydrochloride (271 mg, 1.65 mmol) and dry potassium carbonate (828 mg, 6.00 mmol), were dissolved in 6 mL, of dry N,N-dimethylformamide. The resulted pale brown solution was stirred at 100° C. for 18 h in a closed vial. The reaction mixture was evaporated, suspended in 20 mL of water and extracted with dichloromethane (3×15 mL). The combined organic layers were washed with saturated sodium bicarbonate and brine, then dried over MgSO4. After evaporation the residue was purified by column chromatography (Kieselgel 60) using chloroform-methanol 49:1 as the eluent. The title compound (76 mg, 0.27 mmol, 18%) was obtained as a white solid.

後処理

  1. customThe reaction mixture was evaporated
  2. extractionextracted with dichloromethane (3×15 mL)
  3. washThe combined organic layers were washed with saturated sodium bicarbonate and brine
  4. dry with materialdried over MgSO4
  5. customAfter evaporation the residue
  6. customwas purified by column chromatography (Kieselgel 60)

出典と根拠

ORDレコード
ord-e67e41a5abab4f0da95fb83afa0fbbd4
出典データセット
uspto-grants-2015_05
特許番号
US09040714B2

反応ノート

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