Hydrochloric Acid → 7-(benzylthio)-N-(3-chlorophenyl)pyrazolo[1,5-a]pyrimidin-5-amine

HRID 2036952ノート

反応式

HRID 2036952 の反応式
[CH2:1]([S:8][C:9]1[N:14]2[N:15]=[CH:16][CH:17]=[C:13]2[N:12]=[C:11](Cl)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][CH:26]=1)[NH2:23].Cl.O1CCOCC1>C(O)C>[CH2:1]([S:8][C:9]1[N:14]2[N:15]=[CH:16][CH:17]=[C:13]2[N:12]=[C:11]([NH:23][C:22]2[CH:24]=[CH:25][CH:26]=[C:20]([Cl:19])[CH:21]=2)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 79323-ChloroanilineHCID 312751,4-DioxaneHCID 583137227-(Benzylthio)-5-chloropyrazolo[1,5-a]pyrimidine

生成物 1

HCID 583150077-(benzylthio)-N-(3-chlorophenyl)pyrazolo[1,5-a]pyrimidin-5-amine収率 90%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To the reaction flask, 7-(benzylthio)-5-chloropyrazolo[1,5-a]pyrimidine (3.45 g, 12.5 mmol) was added along with 3-chloroaniline (3.3 mL, 31.3 mmol), 4N HCl in dioxane (3.1 mL, 12.5 mmol), and ethanol (42 mL). The reaction was stirred at reflux for 12 hours then cool to room temperature. Excess solvent was removed under vacuum and the residue was diluted with water. The mixture was made basic with 3N NaOH, filtered and washed with water. The product, 7-(benzylthio)-N-(3-chlorophenyl)pyrazolo[1,5-a]pyrimidin-5-amine, was collected as a solid in 90% yield after drying under vacuum overnight. LCMS (M+1=376)

後処理

  1. temperatureat reflux for 12 hours
  2. customExcess solvent was removed under vacuum
  3. additionthe residue was diluted with water
  4. filtrationfiltered
  5. washwashed with water
  6. customThe product, 7-(benzylthio)-N-(3-chlorophenyl)pyrazolo[1,5-a]pyrimidin-5-amine, was collected as a solid in 90% yield
  7. customafter drying under vacuum overnight

出典と根拠

ORDレコード
ord-ab1a63816ac441e2bef7e9ac3e4c35a0
出典データセット
uspto-grants-2013_11
特許番号
US08575177B2

反応ノート

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