Trifluoroacetic acid → N-(5-(4-(piperidin-4-yloxy)pyrido[3,2-d]pyrimidin-6-yl)pyridin-3-yl)benzenesulfonamide

HRID 1182965노트

반응식

HRID 1182965 반응식
[C:1]1([S:7]([NH:10][C:11]2[CH:12]=[C:13]([C:17]3[CH:18]=[CH:19][C:20]4[N:21]=[CH:22][N:23]=[C:24]([O:27][CH:28]5[CH2:33][CH2:32][N:31](C(OC(C)(C)C)=O)[CH2:30][CH2:29]5)[C:25]=4[N:26]=3)[CH:14]=[N:15][CH:16]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH:31]1[CH2:32][CH2:33][CH:28]([O:27][C:24]2[C:25]3[N:26]=[C:17]([C:13]4[CH:12]=[C:11]([NH:10][S:7]([C:1]5[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=5)(=[O:8])=[O:9])[CH:16]=[N:15][CH:14]=4)[CH:18]=[CH:19][C:20]=3[N:21]=[CH:22][N:23]=2)[CH2:29][CH2:30]1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 66558111Tert-butyl 4-(6-(5-(phenylsulfonamido)-pyridine-3-yl)pyrido[3,2-d]pyrimidin-4-yloxy)piperidine-1-carboxylate

생성물 1

HCID 66558112N-(5-(4-(piperidin-4-yloxy)pyrido[3,2-d]pyrimidin-6-yl)pyridin-3-yl)benzenesulfonamide수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of tert-butyl 4-(6-(5-(phenylsulfonamido)-pyridine-3-yl)pyrido[3,2-d]pyrimidin-4-yloxy)piperidine-1-carboxylate (0.15 g, 0.267 mmol) in DCM (1.333 ml) was added TFA (0.205 ml, 2.67 mmol) at room temperature. After stirring for 30 min at room temperature, the reaction mixture was evaporated in vacuo, to give N-(5-(4-(piperidin-4-yloxy)pyrido[3,2-d]pyrimidin-6-yl)pyridin-3-yl)benzenesulfonamide (0.123 g, 100%) as a yellow oil, which was used in the next step without further purification. 1H-NMR (CDCl3, Varian 400 MHz) δ 1.87-1.92 (2H, m), 2.15-2.22 (2H, m), 2.79-2.85 (2H, m), 3.20-3.24 (2H, m), 5.58-5.62 (1H, m), 7.39-7.42 (3H, m), 7.92-7.94 (2H, m), 8.18-8.20 (2H, m), 8.28 (1H, s), 8.59 (1H, d, J=1.6 Hz), 8.74 (1H, s).

후처리

  1. customthe reaction mixture was evaporated in vacuo

출처 및 근거

ORD 기록
ord-905b2c8bfe0d47438885575102e51994
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08664230B2

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