2-(perfluorophenoxy)-4-(1-tosyl-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidine-5-carbonitrile → tert-butyl 4-((1R)-1-(5-cyano-4-(1-tosyl-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamino)ethyl)piperidine-1-carboxylate

HRID 1853470

반응식

HRID 1853470 반응식
[NH2:1][C@@H:2]([CH:4]1[CH2:9][CH2:8][N:7]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[CH2:6][CH2:5]1)[CH3:3].FC1C(F)=C(F)C(F)=C(F)C=1O[C:21]1[N:26]=[C:25]([C:27]2[C:35]3[C:30](=[N:31][CH:32]=[C:33]([C:36]([F:39])([F:38])[F:37])[CH:34]=3)[N:29]([S:40]([C:43]3[CH:49]=[CH:48][C:46]([CH3:47])=[CH:45][CH:44]=3)(=[O:42])=[O:41])[CH:28]=2)[C:24]([C:50]#[N:51])=[CH:23][N:22]=1>>[C:50]([C:24]1[C:25]([C:27]2[C:35]3[C:30](=[N:31][CH:32]=[C:33]([C:36]([F:38])([F:37])[F:39])[CH:34]=3)[N:29]([S:40]([C:43]3[CH:49]=[CH:48][C:46]([CH3:47])=[CH:45][CH:44]=3)(=[O:42])=[O:41])[CH:28]=2)=[N:26][C:21]([NH:1][C@@H:2]([CH:4]2[CH2:5][CH2:6][N:7]([C:10]([O:12][C:13]([CH3:15])([CH3:14])[CH3:16])=[O:11])[CH2:8][CH2:9]2)[CH3:3])=[N:22][CH:23]=1)#[N:51]

참가 물질

3

반응물 2

HCID 594143782-(perfluorophenoxy)-4-(1-tosyl-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidine-5-carbonitrileHCID 59414623tert-butyl 4-((1R)-1-aminoethyl)piperidine-1-carboxylate

생성물 1

HCID 59414400tert-butyl 4-((1R)-1-(5-cyano-4-(1-tosyl-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-2-ylamino)ethyl)piperidine-1-carboxylate수율 65.3%

실험 절차

(R)-tert-butyl 4-(1-aminoethyl)piperidine-1-carboxylate (43.82 mg, 0.19 mmol) was added to a solution of 2-(perfluorophenoxy)-4-(1-tosyl-5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidine-5-carbonitrile (100 mg, 0.16 mmol) and the reaction mixture was stirred at room temperature for 2 hours. The crude mixture was concentrated to dryness and the resulting residue was purified on silica gel by flash column chromatography to afford the title compound (70 mg, 65% yield).

후처리

  1. concentrationThe crude mixture was concentrated to dryness
  2. customthe resulting residue was purified on silica gel by flash column chromatography

출처 및 근거

ORD 기록
ord-b2652b8ab1734864abbf2803a46b9a8b
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08962642B2

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