Hydrochloric Acid → 3-{1-[1-(Diphenylmethyl)azetidin-3-yl]-2-fluoro-2-methylpropyl}-5-fluorobenzoic acid

HRID 602984ノート

反応式

HRID 602984 の反応式
[C:1]1([CH:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:8]2[CH2:11][CH:10]([CH:12]([C:17]3[CH:18]=C([CH:22]=[C:23]([F:25])[CH:24]=3)C#N)[C:13]([F:16])([CH3:15])[CH3:14])[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:32].[Na+].Cl.[CH3:35][CH2:36][OH:37]>>[C:1]1([CH:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:8]2[CH2:11][CH:10]([CH:12]([C:17]3[CH:18]=[C:35]([CH:22]=[C:23]([F:25])[CH:24]=3)[C:36]([OH:32])=[O:37])[C:13]([F:16])([CH3:15])[CH3:14])[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 113390333-{1-[(Diphenylmethyl)azetidin-3-yl]-2-fluoro-2-methylpropyl}-5-fluorobenzonitrile

生成物 1

HCID 670553813-{1-[1-(Diphenylmethyl)azetidin-3-yl]-2-fluoro-2-methylpropyl}-5-fluorobenzoic acid

実験手順

The reaction of mixture of 7.15 g (17.18 mmol) of 3-{1-[1(diphenylmethyl)azetidin-3-yl]-2-fluoro-2-methylpropyl}-5-fluorobenzonitrile (Step 1), 125 mL of EtOH, and 70 mL of 5N NaOH was refluxed for 3.5 h. Then it was adjusted to pH=4-5 with 12N HCl and concentrated to remove solvents. To the residue was added 200 mL of CH2Cl2 to dissolve the compound and it was filtered to remove the solid. The solid layer was washed with CH2Cl2 and the combined organic layers were concentrated to afford the title compound as white solid; Mass Spectrum: m/e=436 (M+1).

後処理

  1. temperaturewas refluxed for 3.5 h
  2. concentrationconcentrated
  3. customto remove solvents
  4. additionTo the residue was added 200 mL of CH2Cl2
  5. dissolutionto dissolve the compound and it
  6. filtrationwas filtered
  7. customto remove the solid
  8. washThe solid layer was washed with CH2Cl2
  9. concentrationthe combined organic layers were concentrated

出典と根拠

ORDレコード
ord-1a04aa1fea0544c0ab9cf9be6b249eae
出典データセット
uspto-grants-2011_03
特許番号
US07906652B2

反応ノート

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