Sodium Carbonate → HCID 178509617, 화합물

HRID 1486483

반응식

HRID 1486483 반응식
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]

참가 물질

8

반응물 3

HCID 10340Sodium CarbonateHCID 31374DimethylacetamideHCID 178523802HCID 178523802, 화합물

생성물 1

HCID 178509617HCID 178509617, 화합물수율 43%

시약·촉매·용매 4

HCID 167845palladium(II) acetate촉매HCID 11963580Ferrate(4-), hexakis(cyano-C)-, tetrapotassium, (OC-6-11)-촉매HCID 962Water용매HCID 5234Sodium Chloride용매

반응 조건

온도
120 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-cd7c415faf06465e9aaab6efe123a5b2
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09428460B2

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