Ammonium formate → 2-(4-((S)-2-isopropylpiperazin-1-yl)-7-methylquinazolin-2-yl)phenol

HRID 2062238노트

반응식

HRID 2062238 반응식
C([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:23]3[C:18](=[CH:19][C:20]([CH3:24])=[CH:21][CH:22]=3)[N:17]=[C:16]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=3[OH:31])[N:15]=2)[C@@H:10]([CH:32]([CH3:34])[CH3:33])[CH2:9]1)C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.[Pd]>[CH:32]([C@H:10]1[CH2:9][NH:8][CH2:13][CH2:12][N:11]1[C:14]1[C:23]2[C:18](=[CH:19][C:20]([CH3:24])=[CH:21][CH:22]=2)[N:17]=[C:16]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[OH:31])[N:15]=1)([CH3:34])[CH3:33]

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 1361215792-(4-((S)-4-benzyl-2-isopropylpiperazin-1-yl)-7-methylquinazolin-2-yl)phenol

생성물 1

HCID 1361214602-(4-((S)-2-isopropylpiperazin-1-yl)-7-methylquinazolin-2-yl)phenol수율 79%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

20 mg of Pd/C was added to a round-bottom flask, and the flask was flushed with nitrogen followed by evacuation of the atmosphere under vacuum. To the flask was then added a solution of 2-(4-((S)-4-benzyl-2-isopropylpiperazin-1-yl)-7-methylquinazolin-2-yl)phenol (200 mg, 0.44 mmol) in methanol, followed by the addition of ammonium formate (32 mg, 0.88 mmol). The reaction was refluxed overnight. The reaction was filtered through a bed of Celite to remove the catalyst. The solvent was evaporated to yield 2-(4-((S)-2-isopropylpiperazin-1-yl)-7-methylquinazolin-2-yl)phenol (126 mg). LC/MS: m/z 363.5 (M+H)+ at 2.13 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

후처리

  1. customthe flask was flushed with nitrogen
  2. temperatureThe reaction was refluxed overnight
  3. filtrationThe reaction was filtered through a bed of Celite
  4. customto remove the catalyst
  5. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-eebcfc6461344f609bf03ddf119622f9
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08283354B2

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