Sodium Carbonate → HCID 178509617、化合物

HRID 1486483

反応式

HRID 1486483 の反応式
Br[C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[C:7]2[O:12][C@H:13]1[CH2:18][CH2:17][C@H:16]([NH:19][C:20](=[O:28])[C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[CH:22]=2)[CH2:15][CH2:14]1.C(=O)([O-])[O-].[Na+].[Na+].[CH3:35][N:36](C)C(=O)C>O.[Cl-].[Na+].C([O-])(=O)C.[Pd+2].C([O-])(=O)C.[C-]#N.[C-]#N.[C-]#N.[C-]#N.[C-]#N.[C-]#N.[K+].[K+].[K+].[K+].[Fe+6]>[C:35]([C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[C:7]2[O:12][C@H:13]1[CH2:18][CH2:17][C@H:16]([NH:19][C:20](=[O:28])[C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[CH:22]=2)[CH2:15][CH2:14]1)#[N:36]

参加物

8

反応物 3

HCID 10340Sodium CarbonateHCID 31374DimethylacetamideHCID 178523802HCID 178523802、化合物

生成物 1

HCID 178509617HCID 178509617、化合物収率 43%

試薬・触媒・溶媒 4

HCID 167845palladium(II) acetate触媒HCID 11963580Ferrate(4-), hexakis(cyano-C)-, tetrapotassium, (OC-6-11)-触媒HCID 962Water溶媒HCID 5234Sodium Chloride溶媒

反応条件

温度
120 °C

実験手順

N-{trans-4-[(8-Bromoquinolin-4-yl)oxy]cyclohexyl}-3-fluorobenzamide (500 mg, 1.13 mmol) (see example 12), sodium carbonate (120 mg, 1.13 mmol) and palladium(II) acetate (13 mg, 0.06 mmol) were dissolved in N,N-dimethylacetamide (23 mL) and finely triturated potassium hexacyanoferrate (105 mg, 2.5 mmol) was added. The reaction mixture was stirred under a nitrogen atmosphere for 3 hours at 120° C. After cooling to room temperature, the reaction mixture was diluted with water and saturated sodium chloride solution and extracted with ethyl acetate. The combined organic phases were dried over sodium sulphate, then the sodium sulphate and solvent residues were removed. After chromatography of the residue, the desired product was obtained at 43% yield (190 mg).

後処理

  1. temperatureAfter cooling to room temperature
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic phases were dried over sodium sulphate
  4. customthe sodium sulphate and solvent residues were removed

出典と根拠

ORDレコード
ord-cd7c415faf06465e9aaab6efe123a5b2
出典データセット
uspto-grants-2016_08
特許番号
US09428460B2

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