Sodium borohydride → HCID 71060241, 화합물

HRID 1036717노트

반응식

HRID 1036717 반응식
[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]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 71060280HCID 71060280, 화합물

생성물 1

HCID 71060241HCID 71060241, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0bce9d4611a24f6a85146c05a605dacb
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08546416B2

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