Acetic Acid → HCID 178451477, 화합물

HRID 1270814노트

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HRID 1270814 반응식
[C:1]([O:5][C:6]([N:8]1[CH:17]([C:18](=O)[NH:19][CH2:20][C:21](=O)[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].CC(O)=O.[OH-].[NH4+:35]>C(OCC)C>[C:1]([O:5][C:6]([N:8]1[CH:17]([C:18]2[NH:19][CH:20]=[C:21]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[N:35]=2)[CH2:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 14923Ammonium HydroxideHCID 235707253-(2-oxo-2-phenyl-ethylcarbamoyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert butyl ester

생성물 1

HCID 178451477HCID 178451477, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

The product prepared in Step A above (3.55 g, 9 mmol), NH4OAc (ammonium acetate) (20.8 g, 270 mmol) and AcOH (acetic acid) (30 mL) were combined at room temperature and the reaction mixture was warmed on a steam bath for about 3 hours. The reaction mixture was then cooled to room temperature and poured into an ice slurry mix (400 g). To this mixture was added concentrated ammonium hydroxide (50 mL) and ethyl ether. The layers were separated, and the aqueous phase washed with a second portion of ethyl ether. The organic phases were combined, dried over MgSO4 filtered, and concentrated under reduced pressure to yield a brown foam. This sample was purified by preparative HPLC to yield the purified title compound as a white powder. LC indicated the sample was 96% pure at 214 nm.

후처리

  1. customwere combined at room temperature
  2. temperaturethe reaction mixture was warmed on a steam bath for about 3 hours
  3. additionmix (400 g)
  4. customThe layers were separated
  5. washthe aqueous phase washed with a second portion of ethyl ether
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure
  9. customto yield a brown foam
  10. customThis sample was purified by preparative HPLC
  11. customto yield the
  12. custompurified title compound as a white powder

출처 및 근거

ORD 기록
ord-a379a4418d6443b2ba9d893b0d974d49
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07202381B2

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