3-Amino-N-methylbenzamide → Ammonia

HRID 1254826노트

반응식

HRID 1254826 반응식
Cl[CH2:2][C:3]([NH:5][C:6]1[C:7]([Cl:16])=[C:8]2[C:13](=[CH:14][CH:15]=1)[CH:12]=[N:11][CH:10]=[CH:9]2)=[O:4].[NH2:17][C:18]1[CH:19]=[C:20]([CH:25]=[CH:26][CH:27]=1)[C:21]([NH:23][CH3:24])=[O:22]>CO>[NH3:5].[Cl:16][C:7]1[C:6]([NH:5][C:3](=[O:4])[CH2:2][NH:17][C:18]2[CH:19]=[C:20]([CH:25]=[CH:26][CH:27]=2)[C:21]([NH:23][CH3:24])=[O:22])=[CH:15][CH:14]=[C:13]2[C:8]=1[CH:9]=[CH:10][N:11]=[CH:12]2

참가 물질

5

반응물 2

HCID 6765263-Amino-N-methylbenzamideHCID 59205709HCID 59205709, 화합물

생성물 2

HCID 222AmmoniaHCID 59205736HCID 59205736, 화합물

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
60 °C

실험 절차

To 2-chloro-N-(5-chloroisoquinolin-6-yl) acetamide in MeOH is added KI and the solution is heated to 60° C. for 40 minutes. The mixture is cooled to 45° C. and 3-amino-N-methylbenzamide is added and stirred at 45° C. After 2-4 hours or when TLC indicates completion of the reaction, the solvents are evaporated and the residue is taken up in EtOAc and extracted with NaHCO3 (sat). The organics are dried (Na2SO4), filtered and evaporated. Flash chromatography (SiO2, NH3(2M) in MeOH/3% MeOH/CH2Cl2) gives pure 3-(2-(5-chloroisoquinolin-6-ylamino)-2-oxoethylamino)-N-methylbenzamide.

후처리

  1. temperatureThe mixture is cooled to 45° C.
  2. customcompletion of the reaction
  3. customthe solvents are evaporated
  4. extractionextracted with NaHCO3 (sat)
  5. dry with materialThe organics are dried (Na2SO4)
  6. filtrationfiltered
  7. customevaporated

출처 및 근거

ORD 기록
ord-5c655348a91647cca925b21c79b15d66
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455647B2

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