Morpholine → 5,7-Dimethyl-2-[4-(4-morpholinyl)phenyl]-4-(3,4,5-trimethoxyphenoxy)imidazo-[5,1-f][1,2,4]triazine

HRID 1270317노트

반응식

HRID 1270317 반응식
CC(C)([O-])C.[Na+].Br[C:8]1[CH:13]=[CH:12][C:11]([C:14]2[N:19]=[C:18]([O:20][C:21]3[CH:26]=[C:25]([O:27][CH3:28])[C:24]([O:29][CH3:30])=[C:23]([O:31][CH3:32])[CH:22]=3)[C:17]3=[C:33]([CH3:37])[N:34]=[C:35]([CH3:36])[N:16]3[N:15]=2)=[CH:10][CH:9]=1.[NH:38]1[CH2:43][CH2:42][O:41][CH2:40][CH2:39]1>C1(C)C=CC=CC=1>[CH3:37][C:33]1[N:34]=[C:35]([CH3:36])[N:16]2[C:17]=1[C:18]([O:20][C:21]1[CH:26]=[C:25]([O:27][CH3:28])[C:24]([O:29][CH3:30])=[C:23]([O:31][CH3:32])[CH:22]=1)=[N:19][C:14]([C:11]1[CH:12]=[CH:13][C:8]([N:38]3[CH2:43][CH2:42][O:41][CH2:40][CH2:39]3)=[CH:9][CH:10]=1)=[N:15]2

참가 물질

5

반응물 3

HCID 8083MorpholineHCID 120957012-(4-Bromophenyl)-5,7-dimethyl-4-(3,4,5-trimethoxyphenoxy)imidazo[5,1-f][1,2,4]triazineHCID 23676156Sodium t-butoxide

생성물 1

HCID 120966905,7-Dimethyl-2-[4-(4-morpholinyl)phenyl]-4-(3,4,5-trimethoxyphenoxy)imidazo-[5,1-f][1,2,4]triazine

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
100 °C

실험 절차

28 mg (0.29 mmol) of sodium tert-butoxide are introduced into a second Schlenk tube under argon. Subsequently, 100 mg (0.21 mmol) of 2-(4-bromophenyl)-5,7-dimethyl-4-(3,4,5-trimethoxyphenoxy)imidazo[5,1-f][1,2,4]triazine from Exam-ple 16A, 22 mg (0.25 mmol) of morpholine and 2 ml of anhydrous toluene are added. Solution A is likewise added, and the whole is stirred overnight at 100° C. After cooling, the mixture is then filtered off with suction through a glass frit. The filtrate is concentrated to dryness under reduced pressure and purified by flash chromatography (cyclohexane/ethyl acetate 10:1-4:1-3:2-1:1).

후처리

  1. temperatureAfter cooling
  2. filtrationthe mixture is then filtered off with suction through a glass frit
  3. concentrationThe filtrate is concentrated to dryness under reduced pressure
  4. custompurified by flash chromatography (cyclohexane/ethyl acetate 10:1-4:1-3:2-1:1)

출처 및 근거

ORD 기록
ord-6dd3637906c246339276c5d7cf01db7d
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07202243B2

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