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Hydrochloric Acid → HCID 44515369, 화합물

HRID 452864
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HRID 452864 반응식
F[C:2](F)(F)[C:3]([OH:5])=[O:4].[C:8]1([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[CH:13]=[CH:12][C:11]([N:14]2[C:18]3=[N:19][CH:20]=C(C#N)[CH:22]=[C:17]3[C:16]3([CH2:29][CH2:28][N:27]([CH2:30][C:31]4[C:36]([CH3:37])=[CH:35][CH:34]=[CH:33][N:32]=4)[CH2:26][CH2:25]3)[C:15]2=[O:38])=[CH:10][CH:9]=1.S(=O)(=O)(O)O.[OH-].[Li+].Cl>O.C1COCC1.C(O)C>[C:8]1([C:39]2[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=2)[CH:9]=[CH:10][C:11]([N:14]2[C:18]3=[N:19][CH:20]=[C:2]([C:3]([OH:5])=[O:4])[CH:22]=[C:17]3[C:16]3([CH2:29][CH2:28][N:27]([CH2:30][C:31]4[C:36]([CH3:37])=[CH:35][CH:34]=[CH:33][N:32]=4)[CH2:26][CH2:25]3)[C:15]2=[O:38])=[CH:12][CH:13]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 1118Sulfuric AcidHCID 3939Lithium HydroxideHCID 6422Trifluoroacetic acidHCID 44515072HCID 44515072, 화합물

생성물 1

HCID 44515369HCID 44515369, 화합물

시약·촉매·용매 3

HCID 702
Ethanol
용매
HCID 962Water용매
HCID 8028Tetrahydrofuran용매

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온도
100 °C

실험 절차

The title compound of Example 4, 1′-biphenyl-4-yl-1-[(3-methylpyridin-2-yl)methyl]-2′-oxo-1′,2′-dihydrospiro[piperidine-4,3′-pyrrolo[2,3-b]pyridine]-5′-carbonitrile, (1 mmol) was combined with anhydrous ethanol (10 mL) and neat sulfuric acid (1 mL) was added drop wise to the solution over 2 minutes. The resulting mixture is heated in a sealed tube to 100° C., allowed to cool to room temperature and combined with ice water. The resulting mixture was extracted with methylene chloride, dried and concentrated. The crude oil is combined with THF (10 mL), water (5 mL) and lithium hydroxide (20 mmol) and heated to 50° C. for 5 h, acidified with 1 m HCl, concentrated and purified by preparative reverse phase HPLC (method C), which provided the title compound, isolated as a salt of trifluoroacetic acid.

후처리

  1. additionwas added drop wise to the solution over 2 minutes
  2. temperatureto cool to room temperature
  3. extractionThe resulting mixture was extracted with methylene chloride
  4. customdried
  5. concentrationconcentrated
  6. temperatureheated to 50° C. for 5 h
  7. concentrationconcentrated
  8. custompurified by preparative reverse phase HPLC (method C), which

출처 및 근거

ORD 기록
ord-4e8d83727b564344b065fe9ccc2574bc
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08492398B2

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