Dimethylformamide → N-[5-bromo-6-(4-cyano-2,6-dimethylphenoxy)-2-(4-cyano-phenylamino)pyrimidin-4-yl]benzamide

HRID 243541

반응식

HRID 243541 반응식
CN(C)C=O.[CH3:6][C:7]1[CH:8]=[C:9]([CH:12]=[C:13]([CH3:16])[C:14]=1[OH:15])[C:10]#[N:11].[Br:17][C:18]1[C:19]([NH:34][C:35](=[O:42])[C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)=[N:20][C:21]([NH:25][C:26]2[CH:31]=[CH:30][C:29]([C:32]#[N:33])=[CH:28][CH:27]=2)=[N:22][C:23]=1Cl>O>[Br:17][C:18]1[C:19]([NH:34][C:35](=[O:42])[C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)=[N:20][C:21]([NH:25][C:26]2[CH:31]=[CH:30][C:29]([C:32]#[N:33])=[CH:28][CH:27]=2)=[N:22][C:23]=1[O:15][C:14]1[C:13]([CH3:16])=[CH:12][C:9]([C:10]#[N:11])=[CH:8][C:7]=1[CH3:6]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 201763,5-Dimethyl-4-hydroxybenzonitrileHCID 71465003N-[5-bromo-6-chloro-2-(4-cyanophenylamino)-pyrimidin-4-yl]benzamide

생성물 1

HCID 70978955N-[5-bromo-6-(4-cyano-2,6-dimethylphenoxy)-2-(4-cyano-phenylamino)pyrimidin-4-yl]benzamide

시약·촉매·용매 1

HCID 962Water용매

실험 절차

1000 ml of dimethylformamide, 51.52 g of 3,5-dimethyl-4-hydroxybenzonitrile, 106.9 g of diazabicyclo undecene were added to a reaction vessel and stirred at RT. The reaction mixture was maintained at same temperature for 1 hr and 100 g of N-[5-bromo-6-chloro-2-(4-cyanophenylamino)-pyrimidin-4-yl]benzamide added with continued stirring for 30 mins. The reaction mixture was heated to 100-110° C. and further maintained at same temperature for 24 hr. After completion of the reaction, the reaction mixture was cooled to RT and 2000 ml of water added and stirred at RT for 1 hr. The reaction mixture was filtered. The obtained solid was dried under vacuum (0.5 kg/cm2) at 55-60° C. overnight.

후처리

  1. temperatureThe reaction mixture was maintained at same temperature for 1 hr
  2. stirringwith continued stirring for 30 mins
  3. temperatureThe reaction mixture was heated to 100-110° C.
  4. temperaturefurther maintained at same temperature for 24 hr
  5. customAfter completion of the reaction
  6. temperaturethe reaction mixture was cooled to RT
  7. stirringstirred at RT for 1 hr
  8. filtrationThe reaction mixture was filtered
  9. customThe obtained solid was dried under vacuum (0.5 kg/cm2) at 55-60° C. overnight

출처 및 근거

ORD 기록
ord-6a8b4db4b0cd406994b1427c1e79748c
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08653266B2

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