Ammonia → 1-{3-[3-(3,5-difluorophenyl)-6-oxo-6H-pyridazin-1-yl-methyl]phenyl}-3-methyl-6H-pyridazin-6-one

HRID 1408388

反応式

HRID 1408388 の反応式
C(=O)([O-])[O-].[K+].[K+].OC1C=CC=C2C=1N=CC=C2.[F:18][C:19]1[CH:20]=[C:21]([C:26]2[CH:27]=[CH:28][C:29](=[O:40])[N:30]([CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[C:35](I)[CH:34]=3)[N:31]=2)[CH:22]=[C:23]([F:25])[CH:24]=1.[CH3:41][C:42]1[CH:43]=[CH:44][C:45](=[O:48])[NH:46][N:47]=1.N>CN(C=O)C.[Cu]I.C(OCC)(=O)C>[F:18][C:19]1[CH:20]=[C:21]([C:26]2[CH:27]=[CH:28][C:29](=[O:40])[N:30]([CH2:32][C:33]3[CH:34]=[C:35]([N:46]4[C:45](=[O:48])[CH:44]=[CH:43][C:42]([CH3:41])=[N:47]4)[CH:36]=[CH:37][CH:38]=3)[N:31]=2)[CH:22]=[C:23]([F:25])[CH:24]=1

参加物

9

反応物 5

HCID 222AmmoniaHCID 19238-HydroxyquinolineHCID 11430Potassium CarbonateHCID 833466-methylpyridazin-3(2H)-oneHCID 594848336-(3,5-difluorophenyl)-2-(3-iodobenzyl)-2H-pyridazin-3-one

生成物 1

HCID 594848471-{3-[3-(3,5-difluorophenyl)-6-oxo-6H-pyridazin-1-yl-methyl]phenyl}-3-methyl-6H-pyridazin-6-one

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
120 °C

実験手順

3.2 14.3 mg (0.08 mmol) of copper(I) iodide, 76 mg (0.55 mmol) of potassium carbonate and 11 mg (0.08 mmol) of 8-hydroxyquinoline are added to a solution of 212 mg (0.50 mmol) of 6-(3,5-difluorophenyl)-2-(3-iodobenzyl)-2H-pyridazin-3-one and 55.1 mg (0.5 mmol) of 6-methylpyridazin-3(2H)-one in 2 ml of DMF, and the mixture is heated at 120° C. for 24 hours. The reaction mixture is allowed to cool, and 10% aqueous ammonia solution and ethyl acetate are added. The resultant precipitate is filtered off with suction, washed with water and dried. The residue is boiled in ethyl acetate, filtered off with suction and washed with ethyl acetate. The residue is dried in vacuo: 1-{3-[3-(3,5-difluorophenyl)-6-oxo-6H-pyridazin-1-ylmethyl]phenyl}-3-methyl-6H-pyridazin-6-one (“A8”) as brownish crystals; ESI 407.

後処理

  1. temperatureto cool
  2. filtrationThe resultant precipitate is filtered off with suction
  3. washwashed with water
  4. customdried
  5. filtrationfiltered off with suction
  6. washwashed with ethyl acetate
  7. customThe residue is dried in vacuo

出典と根拠

ORDレコード
ord-dc5bc57d95c44ce3aef677097a96c5c1
出典データセット
uspto-grants-2014_12
特許番号
US08921357B2

関連ノート

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