Acetic Acid → 3-Methyl-N-(4-benzylamino-3-cyanoquinolin-2-yl)benzamide

HRID 1064354노트

반응식

HRID 1064354 반응식
[CH3:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][CH:39]=1)[C:5]([N:7](C(=O)C1C=CC=C(C)C=1)[C:8]1[C:17]([C:18]#[N:19])=[C:16]([NH:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1)=[O:6].[OH-].[K+].C(O)(=O)C.C(=O)([O-])O.[Na+]>C(#N)C>[CH3:1][C:2]1[CH:3]=[C:4]([CH:37]=[CH:38][CH:39]=1)[C:5]([NH:7][C:8]1[C:17]([C:18]#[N:19])=[C:16]([NH:20][CH2:21][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[N:9]=1)=[O:6]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 516892Sodium BicarbonateHCID 11156487HCID 11156487, 화합물

생성물 1

HCID 99085263-Methyl-N-(4-benzylamino-3-cyanoquinolin-2-yl)benzamide수율 80.7%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To the solution of 5 g of 3-methyl-N-(3-methylbenzoyl)-N-(4-benzylamino-3-cyanoquinolin-2-yl)benzamide in 80 ml of acetonitrile 20 ml of 1N methanolic potassium hydroxide solution are added. The reaction mixture is refluxed for 3 minutes, then 3 ml of glacial acetic acid is added to it, then it is neutralized with 50 ml of 1M sodium hydrogen carbonate solution and the resulting crystals are filtered off. The white crystalline material is recrystallized from 130 ml of acetonitrile to give 3.1 g of the title compound of general formula (I). Mp.: 230° C.

후처리

  1. temperatureThe reaction mixture is refluxed for 3 minutes
  2. filtrationthe resulting crystals are filtered off
  3. customThe white crystalline material is recrystallized from 130 ml of acetonitrile

출처 및 근거

ORD 기록
ord-749a0ad361094b509f3cd42dd59d798f
출처 데이터셋
uspto-grants-2005_11
특허 번호
US06969723B2

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