Sulfuric Acid → ethyl 4-chloro-1H-pyrrolo[3,2-c]pyridine-7-carboxylate

HRID 733737

반응식

HRID 733737 반응식
[Cl:1][C:2]1[C:7]2[CH:8]=[CH:9][N:10](CC3C=CC(OC)=CC=3)[C:6]=2[C:5]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:4][N:3]=1.S(=O)(=O)(O)O.C(=O)(O)[O-].[Na+]>C(O)(C(F)(F)F)=O.C1(OC)C=CC=CC=1>[Cl:1][C:2]1[C:7]2[CH:8]=[CH:9][NH:10][C:6]=2[C:5]([C:20]([O:22][CH2:23][CH3:24])=[O:21])=[CH:4][N:3]=1

참가 물질

6

반응물 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 57840887Ethyl 4-chloro-1-{[4-(methyloxy)phenyl]methyl}-1H-pyrrolo[3,2-c]pyridine-7-carboxylate

생성물 1

HCID 57840913ethyl 4-chloro-1H-pyrrolo[3,2-c]pyridine-7-carboxylate수율 37.6%

시약·촉매·용매 2

HCID 6422Trifluoroacetic acid용매HCID 7519Anisole용매

실험 절차

A solution of ethyl 4-chloro-1-{[4-(methyloxy)phenyl]methyl}-1H-pyrrolo[3,2-c]pyridine-7-carboxylate (2.00 g) in TFA (30 ml), anisole (1.84 ml), and sulphuric acid (15 ml) was stirred at room temperature for 30 minutes. The solution was added to an aqueous saturated sodium bicarbonate solution at 0° C. and extracted with ethyl acetate. The aqueous layer was separated and extracted three times with ethyl acetate. The combined organic layers were washed with brine, dried (MgSO4), filtered and evaporated to afford the title compound as a brown solid (0.49 g).

후처리

  1. extractionextracted with ethyl acetate
  2. customThe aqueous layer was separated
  3. extractionextracted three times with ethyl acetate
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-7a8e7dc281884b689847404ccfcb578d
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07589206B2

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