Hydrochloric Acid → HCID 22291229、化合物

HRID 2223179ノート

反応式

HRID 2223179 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([N:7]2[CH2:22][CH2:21][CH2:20][C:8]32[CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]3)[CH:2]=1.[ClH:23]>ClCCl.Cl>[ClH:23].[ClH:23].[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([N:7]2[C:8]3([CH2:9][CH2:10][NH:11][CH2:12]3)[CH2:20][CH2:21][CH2:22]2)[CH:2]=1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 222911941,1-Dimethylethyl 1-(3-pyridinyl)-1,7-diazaspiro[4.4]nonane-7-carboxylate

生成物 1

HCID 22291229HCID 22291229、化合物収率 72%

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid触媒HCID 6344Dichloromethane溶媒

実験手順

A solution of tert-butyl 6-(3-pyridyl)-2,6-diazaspiro[4.4]nonane-2-carboxylate (100 mg, 0.330 mmol) in dichloromethane (5 mL) was rapidly stirred with 1 mL of 12 M hydrochloric acid at ambient temperature for 1 h, during which time the biphasic mixture became monophasic. The dichloromethane was evaporated, and the residue was dissolved in water (3 mL) and made strongly basic (pH 9) with potassium carbonate. The mixture was saturated with sodium chloride and extracted with chloroform (4×10 mL). The extracts were dried (K2CO3) and concentrated, first by rotary evaporation and then by high vacuum treatment. The viscous brown oil which resulted was 98% pure by GCMS and weighed 50 mg (73%). A sample of this free base (40 mg, 020 mmol) was dissolved in 10 drops of 12 M hydrochloric acid. The water was azeotropically removed by repeated treatment with small volumes of ethanol (˜5 mL) and rotary evaporation. The resulting solid was recrystallized from hot isopropanol to give 40 mg (72%) of fine tan crystals (mp 170-175° C.).

後処理

  1. customThe dichloromethane was evaporated
  2. dissolutionthe residue was dissolved in water (3 mL)
  3. extractionextracted with chloroform (4×10 mL)
  4. dry with materialThe extracts were dried (K2CO3)
  5. concentrationconcentrated, first by rotary evaporation
  6. customThe viscous brown oil which resulted
  7. customThe water was azeotropically removed
  8. customwith small volumes of ethanol (˜5 mL) and rotary evaporation
  9. customThe resulting solid was recrystallized from hot isopropanol

出典と根拠

ORDレコード
ord-b64d9a71cac94f198e7e68412a9d283a
出典データセット
uspto-grants-2008_05
特許番号
US07375110B2

反応ノート

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