Hydrochloric Acid → HCID 69060100、化合物

HRID 1435922ノート

反応式

HRID 1435922 の反応式
[CH2:1]([N:8]1[CH2:20][C@H:19]2[C@:10](C(OCC)=O)([C:11](=[O:25])[NH:12][C:13]3[C:14]([C:21]([F:24])([F:23])[F:22])=[CH:15][CH:16]=[CH:17][C:18]=32)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:31]>O1CCOCC1>[ClH:31].[CH2:1]([N:8]1[CH2:20][C@H:19]2[C@H:10]([C:11](=[O:25])[NH:12][C:13]3[C:14]([C:21]([F:24])([F:23])[F:22])=[CH:15][CH:16]=[CH:17][C:18]=32)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 69059762HCID 69059762、化合物

生成物 1

HCID 69060100HCID 69060100、化合物収率 73%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
90 °C

実験手順

To a solution of (±)-cis-ethyl 2-benzyl-4-oxo-6-(trifluoromethyl)-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,4-c]quinoline-3a-carboxylate from Example 1, Part D (45 mg, 0.11 mmol) in 6 mL of 1,4-dioxane was added 4 mL of 3N HCl. The reaction was stirred at 90° C. for 18 h. The reaction was allowed to cool and was concentrated in vacuo. The residue was partitioned between ethyl acetate and sat'd aq NaHCO3. The organics were washed with brine, dried (Na2SO4) and concentrated in vacuo. The residue was taken up in 3 mL of diethyl ether and then there was added HCl (0.10 mL of a 4N solution in 1,4-dioxane, 0.40 mmol). A solid settled out of solution. The solvents were decanted and the remaining solid was triturated twice with diethyl ether and dried in vacuo to afford 30 mg (73%) of the title compound of Example 2 as an off-white solid. LRMS (ESI): 347.26 (M+H)+.

後処理

  1. temperatureto cool
  2. concentrationwas concentrated in vacuo
  3. customThe residue was partitioned between ethyl acetate
  4. washThe organics were washed with brine
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated in vacuo
  7. additionthere was added HCl (0.10 mL of a 4N solution in 1,4-dioxane, 0.40 mmol)
  8. customThe solvents were decanted
  9. customthe remaining solid was triturated twice with diethyl ether
  10. customdried in vacuo

出典と根拠

ORDレコード
ord-5efd607c4f9249549a06eb04a1bf5f23
出典データセット
uspto-grants-2009_11
特許番号
US07618980B2

反応ノート

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