Hydrochloric Acid → 3-((3S)-3-Pyrrolidinyloxy)pyridine Dihydrochloride

HRID 1168996ノート

反応式

HRID 1168996 の反応式
[ClH:1].[NH:2]1[CH2:6][CH2:5][C@H:4]([O:7][C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)[CH2:3]1.C(O)C.CC(O)C>CO>[ClH:1].[ClH:1].[NH:2]1[CH2:6][CH2:5][C@H:4]([O:7][C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)[CH2:3]1

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 3776IsopropanolHCID 121122333-[(3S)-3-Pyrrolidinyloxy]pyridine

生成物 1

HCID 700317343-((3S)-3-Pyrrolidinyloxy)pyridine Dihydrochloride

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

Concentrated HCl (2 mL) was added drop-wise to 3-((3S)-3-pyrrolidinyloxy)pyridine (240 mg, 1.462 mmol), and the resulting solution was concentrated by rotary evaporation. Ethanol was added to the residue and removed by rotary evaporation to dry the product. The procedure was repeated several times until a solid was obtained. Ethanol (1 mL) was added, and the resulting solution was treated with hot 2-propanol producing a precipitate. The solution was allowed to cool to ambient temperature and was further cooled at 5° C. for 48 h. The solids were filtered and dried under vacuum at 40° C. for 16 h to afford 215 mg (62.0%) of a hygroscopic, light-brown, granular solid, mp 145-148° C., [α]20.5D+26.67° (c1.0, MeOH). The compound exhibits a Ki of 230 nM.

後処理

  1. concentrationthe resulting solution was concentrated by rotary evaporation
  2. additionEthanol was added to the residue
  3. customremoved by rotary evaporation
  4. customto dry the product
  5. customwas obtained
  6. temperaturewas further cooled at 5° C. for 48 h
  7. filtrationThe solids were filtered
  8. customdried under vacuum at 40° C. for 16 h
  9. customto afford 215 mg (62.0%) of a hygroscopic

出典と根拠

ORDレコード
ord-25d85fbae1c94659bfd797f40cfc6e3c
出典データセット
uspto-grants-2003_09
特許番号
US06627648B1

反応ノート

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