Sodium borohydride → HCID 71060241、化合物

HRID 1036717ノート

反応式

HRID 1036717 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:24][CH2:23][CH2:22][C:10]2([N:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:13]=[N:12][C:11]2=[O:21])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[BH4-].[Na+]>CO>[C:1]([O:5][C:6]([N:8]1[CH2:24][CH2:23][CH2:22][C:10]2([N:14]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH2:13][NH:12][C:11]2=[O:21])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 71060280HCID 71060280、化合物

生成物 1

HCID 71060241HCID 71060241、化合物

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 4-oxo-1-phenyl-1,3,7-triaza-spiro[4.5]dec-2-ene-7-carboxylic acid tert-butyl ester (130 mg, 0.39 mmol) in methanol (3 ml) was added sodium borohydride (22 mg, 0.59 mmol). The reaction mixture was stirred at RT for 1 hour. The reaction mixture was concentrated in vacuo. The residue was dissolved with EtOAc (5 ml) and washed with a saturated solution of sodium bicarbonate (10 ml). The aqueous phase was extracted with further EtOAc (5 ml). The organics portions were combined, dried (MgSO4) and concentrated in vacuo to afford an oil. Purification of the crude product by chromatography on silica eluting with 0-50% EtOAc in iso-hexane afforded the title compound.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutionThe residue was dissolved with EtOAc (5 ml)
  3. washwashed with a saturated solution of sodium bicarbonate (10 ml)
  4. extractionThe aqueous phase was extracted with further EtOAc (5 ml)
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated in vacuo
  7. customto afford an oil
  8. customPurification of the crude product by chromatography on silica eluting with 0-50% EtOAc in iso-hexane

出典と根拠

ORDレコード
ord-0bce9d4611a24f6a85146c05a605dacb
出典データセット
uspto-grants-2013_10
特許番号
US08546416B2

反応ノート

読み込み中…