Hydrochloric Acid → HCID 178470902、化合物

HRID 1057173ノート

反応式

HRID 1057173 の反応式
Cl.[C:2]1(/[C:8](/[CH2:38][CH3:39])=[C:9](\[C:25]2[CH:30]=[CH:29][C:28](/[CH:31]=[CH:32]/[C:33]([O:35][CH2:36][CH3:37])=[O:34])=[CH:27][CH:26]=2)/[C:10]2[CH:24]=[CH:23][C:13]3[N:14](C4CCCCO4)[N:15]=[N:16][C:12]=3[CH:11]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.C(OCC)(=O)C>[NH:14]1[C:13]2[CH:23]=[CH:24][C:10](/[C:9](/[C:25]3[CH:26]=[CH:27][C:28](/[CH:31]=[CH:32]/[C:33]([O:35][CH2:36][CH3:37])=[O:34])=[CH:29][CH:30]=3)=[C:8](/[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)\[CH2:38][CH3:39])=[CH:11][C:12]=2[N:16]=[N:15]1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 86695284(E)-Ethyl 3-(4-((E)-2-phenyl-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d][1,2,3]triazol-5-yl)but-1-en-1-yl)phenyl)acrylate

生成物 1

HCID 178470902HCID 178470902、化合物

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
70 °C

実験手順

Hydrochloric acid (2.7 mL, 2M in diethyl ether) was added to a solution of (E)-ethyl 3-(4-((E)-2-phenyl-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d][1,2,3]triazol-5-yl)but-1-en-1-yl)phenyl)acrylate (0.28 g, 0.55 mmol) in ethyl alcohol (27 mL) at room temperature, and the resulting mixture was heated at 70° C. for 2 h. The reaction was monitored by TLC. Upon completion, the mixture was cooled down to room temperature and concentrated to give a pale yellow solid. This solid was dissolved in ethyl acetate (100 mL), washed with saturated NaHCO3 (50 mL), water (100 mL) and brine (50 mL). The organic layer was dried over sodium sulfate, filtered, and concentrated to give the crude product. This crude material was purified on a silica gel column eluted with 0-50% ethyl acetate in hexanes affording the title compound. LCMS: 424 (M+H)+.

後処理

  1. temperatureUpon completion, the mixture was cooled down to room temperature
  2. concentrationconcentrated
  3. customto give a pale yellow solid
  4. washwashed with saturated NaHCO3 (50 mL), water (100 mL) and brine (50 mL)
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-9982920574004adc8b03374cd467bfa7
出典データセット
uspto-grants-2016_07
特許番号
US09399646B2

反応ノート

読み込み中…