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

HRID 1531009ノート

反応式

HRID 1531009 の反応式
[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]

参加物

9

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒2 回HCID 3283Diethyl Ether溶媒HCID 312751,4-Dioxane溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-832eb809dcef4732958594b37bfba727
出典データセット
uspto-grants-2001_03
特許番号
US06197768B1

反応ノート

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