Hydrochloric Acid → 10-carboxy-5-(3-pyridylmethyl)-4H-pyrido [3,2,1-jk]carbazole-4-one

HRID 1531009노트

반응식

HRID 1531009 반응식
[OH-].[Na+].BrBr.[C:5]([C:8]1[CH:9]=[CH:10][C:11]2[N:12]3[CH:23]=[C:22]([CH2:24][C:25]4[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=4)[C:21](=[O:31])[C:14]4[CH:15]=[CH:16][CH:17]=[C:18]([C:19]=2[CH:20]=1)[C:13]3=4)(=[O:7])C.S([O-])([O-])=[O:33].[Na+].[Na+].Cl>O.O1CCOCC1.CCOCC>[C:5]([C:8]1[CH:9]=[CH:10][C:11]2[N:12]3[CH:23]=[C:22]([CH2:24][C:25]4[CH:26]=[N:27][CH:28]=[CH:29][CH:30]=4)[C:21](=[O:31])[C:14]4[CH:15]=[CH:16][CH:17]=[C:18]([C:19]=2[CH:20]=1)[C:13]3=4)([OH:33])=[O:7]

참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24408BromineHCID 24437Sodium SulfiteHCID 1936490710-acetyl-5-(3-pyridylmethyl)-4H-pyrido [3,2,1-jk]carbazole-4-one

생성물 1

HCID 1779037310-carboxy-5-(3-pyridylmethyl)-4H-pyrido [3,2,1-jk]carbazole-4-one수율 35.1%

시약·촉매·용매 3

HCID 962Water용매2회HCID 3283Diethyl Ether용매HCID 312751,4-Dioxane용매2회

실험 절차

Sodium hydroxide (300 mg) was dissolved in water (15 ml), and bromine (0.1 ml) was added dropwise to the solution in an ice bath. The solution was diluted with dioxane (14 ml). 10-acetyl-5- (3-pyridylmethyl) -4H-pyrido [3,2,1-jk]carbazole-4-one (190 mg) produced in Example 194 was dissolved in dioxane (30 ml), and the solution that had been prepared as described above was added dropwise to this solution in an ice bath. After stirring for 5 minutes, sodium sulfite (70 mg) dissolved in water (10 ml) was added to the solution, and ether was added for phase separation. The aqueous layer was adjusted to pH 7 by adding 1N hydrochloric acid, and the crystals precipitated were recovered by filtration and washed with methanol and acetone in succession to obtain the title compound (67 mg, 35%).

후처리

  1. customthe solution that had been prepared
  2. additionabove was added dropwise to this solution in an ice bath
  3. additionwas added for phase separation
  4. customthe crystals precipitated
  5. filtrationwere recovered by filtration
  6. washwashed with methanol and acetone in succession

출처 및 근거

ORD 기록
ord-832eb809dcef4732958594b37bfba727
출처 데이터셋
uspto-grants-2001_03
특허 번호
US06197768B1

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