Benzoyl Peroxide → HCID 67238282, 화합물

HRID 711422노트

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HRID 711422 반응식
[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]1[NH:15][C:16]1[N:21]=[C:20]([CH3:22])[C:19]([C:23]([O:25][CH3:26])=[O:24])=[C:18](NC2C=C(C)C=CC=2)[N:17]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[F:35][C:36]([F:45])([F:44])[C:37]1[CH:38]=[C:39]([CH:41]=[CH:42][CH:43]=1)[NH2:40].[Br:46]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[C:1]([O:5][C:6]([NH:8][C@H:9]1[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]1[NH:15][C:16]1[N:21]=[C:20]([CH3:22])[C:19]([C:23]([O:25][CH3:26])=[O:24])=[C:18]([NH:40][C:39]2[CH:41]=[CH:42][CH:43]=[C:37]([C:36]([F:44])([F:45])[F:35])[CH:38]=2)[N:17]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Br:46][CH2:22][C:20]1[C:19]([C:23]([O:25][CH3:26])=[O:24])=[C:18]([NH:40][C:39]2[CH:41]=[CH:42][CH:43]=[C:37]([C:36]([F:44])([F:45])[F:35])[CH:38]=2)[N:17]=[C:16]([NH:15][C@@H:10]2[CH2:11][CH2:12][CH2:13][CH2:14][C@@H:9]2[NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[N:21]=1

참가 물질

7

반응물 4

HCID 7187Benzoyl PeroxideHCID 73753-(Trifluoromethyl)anilineHCID 67184N-bromobutanimideHCID 67238015Methyl 2-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-methyl-6-(m-tolylamino)pyrimidine-5-carboxylate

생성물 2

HCID 67238282HCID 67238282, 화합물HCID 67238407Methyl 4-(bromomethyl)-2-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-6-(3-(trifluoromethyl)phenylamino)pyrimidine-5-carboxylate

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

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온도
70 °C

실험 절차

Methyl 2-((1R,2S)-2-(tert-butoxycarbonylamino)cyclohexylamino)-4-methyl-6-(3-(trifluoromethyl)phenylamino)pyrimidine-5-carboxylate (104 mg, 0.199 mmol), which was prepared in a manner similar to methyl 2-((1R,2S)-2-(tert-butoxycarbonyl-amino)cyclohexylamino)-4-methyl-6-(m-tolylamino)pyrimidine-5-carboxylate in step B of EXAMPLE 1 using 3-(trifluoromethyl)aniline in place of m-toluidine in step A of the example, was combined with 1-bromopyrrolidine-2,5-dione (53.0 mg, 0.298 mmol) and benzoic peroxyanhydride (48.1 mg, 0.199 mmol) in CCl4 (10 mL), and the resulting mixture was stirred at 70° C. for 18 h. The reaction was stopped. The mixture was concentrated under reduced pressure, separated between water and EtOAc. The organic extract was dried and concentrated under reduced pressure to give the title compound, which was used in the next step without further purification. [M+H] calc'd for C25H31BrN5O4, 603. found, 604.

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. customseparated between water and EtOAc
  3. extractionThe organic extract
  4. customwas dried
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-f8852ce12d7440cfb413694882d588b6
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181255B2

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